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103-84-4

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103-84-4 Usage

Chemical Description

Acetanilide is an organic compound with the formula C6H5NH(COCH3).

Check Digit Verification of cas no

The CAS Registry Mumber 103-84-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 3 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 103-84:
(5*1)+(4*0)+(3*3)+(2*8)+(1*4)=34
34 % 10 = 4
So 103-84-4 is a valid CAS Registry Number.
InChI:InChI:1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)

103-84-4 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (A14361)  Acetanilide, 98%   

  • 103-84-4

  • 100g

  • 112.0CNY

  • Detail
  • Alfa Aesar

  • (A14361)  Acetanilide, 98%   

  • 103-84-4

  • 500g

  • 196.0CNY

  • Detail
  • Alfa Aesar

  • (A14361)  Acetanilide, 98%   

  • 103-84-4

  • 2500g

  • 956.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1530)  Acetanilide(AcetaminophenRCD)  pharmaceutical secondary standard; traceable to USP

  • 103-84-4

  • PHR1530-200MG

  • 2,156.08CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1086)  Acetanilide melting point standard  pharmaceutical secondary standard; traceable to USP, Melting range approximately 115oC

  • 103-84-4

  • PHR1086-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (00401)  Acetanilide  puriss. p.a., ≥99.5% (CHN)

  • 103-84-4

  • 00401-5G

  • 1,030.77CNY

  • Detail
  • USP

  • (1003042)  Acetaminophen Related Compound D  United States Pharmacopeia (USP) Reference Standard

  • 103-84-4

  • 1003042-50MG

  • 13,501.80CNY

  • Detail
  • USP

  • (1004001)  Acetanilide Melting Point Standard  United States Pharmacopeia (USP) Reference Standard

  • 103-84-4

  • 1004001-1G

  • 2,860.65CNY

  • Detail
  • Sigma-Aldrich

  • (NIST141D)  Acetanilide  NIST® SRM® 141d

  • 103-84-4

  • NIST141D

  • 8,325.72CNY

  • Detail
  • Aldrich

  • (397237)  Acetanilide  zone-refined, purified by sublimation, ≥99.95%

  • 103-84-4

  • 397237-1G

  • 948.87CNY

  • Detail
  • Aldrich

  • (397237)  Acetanilide  zone-refined, purified by sublimation, ≥99.95%

  • 103-84-4

  • 397237-5G

  • 3,037.32CNY

  • Detail
  • Aldrich

  • (397229)  Acetanilide  purified by sublimation, ≥99.9%

  • 103-84-4

  • 397229-5G

  • 576.81CNY

  • Detail

103-84-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-phenylacetamide

1.2 Other means of identification

Product number -
Other names N-Phenylacetamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103-84-4 SDS

103-84-4Synthetic route

acetophenone oxime
613-91-2

acetophenone oxime

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With mesoporous silica chloride (SBA-Cl) In toluene for 3h; Beckmann rearrangement; Reflux;100%
trimethylsilylperrhenate; 3,5-bis-trifluromethylphenylboronic acid In acetonitrile at 120℃; for 4h; Product distribution / selectivity; Beckmann Rearrangement; Heating / reflux;99%
With p-toluenesulfonyl chloride; zinc(II) chloride In acetonitrile for 1h; Beckmann rearrangement; Inert atmosphere; Reflux;99%
4-bromoacetanilide
103-88-8

4-bromoacetanilide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 4h;100%
With lithium Zersetzen des Reaktionsprodukts mit Wasser;
With calcium Zersetzen des Reaktionsprodukts mit Wasser;
With formic acid; C59H60N6O2Pt; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 12h; Inert atmosphere; Sealed tube; UV-irradiation;62 %Spectr.
acetic anhydride
108-24-7

acetic anhydride

nitrobenzene
98-95-3

nitrobenzene

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With ammonium formate; titanium(IV) oxide; β‐cyclodextrin In water for 2.5h; Irradiation; Inert atmosphere;100%
Stage #1: nitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.5h; Green chemistry;
Stage #2: acetic anhydride In water at 20℃; for 1.83333h; Catalytic behavior; Green chemistry;
99%
Stage #1: nitrobenzene With sodium tetrahydroborate; water In neat (no solvent) at 20℃; for 0.0166667h;
Stage #2: acetic anhydride In neat (no solvent) at 40℃; for 0.0333333h; Reagent/catalyst; Solvent;
97%
acetic anhydride
108-24-7

acetic anhydride

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With pyridine; aluminum oxide at 93 - 95℃; for 1h; microwave irradiation;100%
In dichloromethane at 20℃; Inert atmosphere;100%
In dichloromethane at 21℃; Inert atmosphere;100%
acetic acid
64-19-7

acetic acid

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)pyridinium trifluoromethanesulfonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;100%
With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)pyridinium trifluoromethanesulfonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;100%
With zinc(II) oxide for 2.33h; Reflux; chemoselective reaction;99%
acetamide
60-35-5

acetamide

iodobenzene
591-50-4

iodobenzene

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With acetamide; potassium phosphate; CuI In dodecane; ethyl acetate; toluene100%
With potassium phosphate; copper(l) iodide; L-arginine In 1,4-dioxane at 100℃; for 24h; Goldberg reaction;99%
With aluminum oxide; potassium fluoride; copper(l) iodide; 1,10-Phenanthroline In toluene at 110℃; for 5h;97%
phenyl isocyanate
103-71-9

phenyl isocyanate

acetic acid
64-19-7

acetic acid

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With zinc diacetate for 2h; Heating;100%
In toluene for 24h; Yield given;
N-(phenyl)bromoacetamide
5326-87-4

N-(phenyl)bromoacetamide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With indium; acetic acid In methanol at 20℃; for 1h;100%
With nickel In isopropyl alcohol for 20h; Heating;81%
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 14h; Heating;81%
Multi-step reaction with 2 steps
1: 64 percent / NaBH4, 5percent aq. NaOH / ethanol
2: 24 percent / lithium 2-thienyltellurolate / tetrahydrofuran / 0.5 h
View Scheme
N-(4-chlorophenyl)acetamide
539-03-7

N-(4-chlorophenyl)acetamide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 1h;100%
acetamide
60-35-5

acetamide

chlorobenzene
108-90-7

chlorobenzene

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With C33H37N4P; potassium carbonate; bis(dibenzylideneacetone)-palladium(0) In tert-butyl alcohol at 95℃; for 18h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Time; Inert atmosphere; Sonication;99.1%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate In 1,4-dioxane at 90℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox;80%
With potassium phosphate; copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 48h; Ullmann condensation;33%
With copper(l) iodide; potassium carbonate; pipecolic Acid In N,N-dimethyl-formamide at 110℃; for 30h; Goldberg coupling reaction;24%
With C33H37N4P; potassium carbonate; bis(dibenzylideneacetone)-palladium(0) In tert-butyl alcohol at 95℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Sonication;
(E)-1-phenylethanone oxime
10341-75-0

(E)-1-phenylethanone oxime

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; zinc(II) chloride In acetonitrile for 2h; Beckmann rearrangement; Heating;99%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 70℃; for 2h; Beckmann rearrangement; Inert atmosphere;99%
With oxalyl dichloride at 0 - 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Time; Beckmann Rearrangement;99%
thioacetanilide
637-53-6

thioacetanilide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 6H(1+)*Mo9O40PV3(6-); oxygen In acetonitrile at 60℃; under 760.051 Torr; for 0.5h; Inert atmosphere; Glovebox;99%
With eosin; oxygen In N,N-dimethyl-formamide at 20℃; for 6h; Reagent/catalyst; Solvent; Irradiation; Green chemistry;93%
With P,P-dichlorophenylphosphine oxide In acetonitrile at -4℃; for 3h;90%
acetyl chloride
75-36-5

acetyl chloride

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With ruthenium(III) 2,4-pentanedionate at 25℃; for 0.0833333h;99%
In water at 80℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction;98%
With thermally decomposed Ni-Fe-hydrotalcite at 26.84℃; for 0.0166667h; Neat (no solvent);97%
vinyl acetate
108-05-4

vinyl acetate

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With immobilization of Candida cylindracea lipase In hexane at 55℃; for 28h;99%
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 120℃; for 1h; Microwave irradiation;92%
With Candida antarctica lipase B; acetone oxime In tert-butyl methyl ether at 20℃; for 4h; Molecular sieve;84%
Acetic acid 3,6-diisobutyl-pyrazin-2-yl ester
87386-71-8

Acetic acid 3,6-diisobutyl-pyrazin-2-yl ester

aniline
62-53-3

aniline

A

Acetanilid
103-84-4

Acetanilid

B

2-hydroxy-3,6-diisobutylpyrazine
495-98-7

2-hydroxy-3,6-diisobutylpyrazine

Conditions
ConditionsYield
In benzene for 15h; Ambient temperature;A 99%
B n/a
In benzene for 15h; Product distribution; Ambient temperature;A 99%
B n/a
(Z)-N′-phenylbenzimidamide
1527-91-9

(Z)-N′-phenylbenzimidamide

A

N1-(N-phenylcarbamoyl)-N2-phenylbenzimidamide
33655-23-1

N1-(N-phenylcarbamoyl)-N2-phenylbenzimidamide

B

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In toluene at 110℃;A 99%
B 80%
N-phenylbenzamidine
1527-91-9

N-phenylbenzamidine

A

N1-(N-Phenylcarbamoyl)-N2-phenylbenzimidamide
33655-23-1

N1-(N-Phenylcarbamoyl)-N2-phenylbenzimidamide

B

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In toluene at 110℃;A 99%
B 80%
aniline
62-53-3

aniline

acetonitrile
75-05-8

acetonitrile

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With aluminum oxide at 200℃; under 37503.8 Torr; for 0.45h; Reagent/catalyst; Temperature; Sonication; Green chemistry;99%
Stage #1: aniline With tetrafluoroboric acid In water
Stage #2: acetonitrile With potassium phosphate; water at 80℃; for 12h; Temperature; Reagent/catalyst; Inert atmosphere;
89%
With tert.-butylnitrite; tetrabutylammomium bromide; water; toluene-4-sulfonic acid at 60℃; for 23h;87%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With iodine at 85 - 90℃; for 0.0833333h;99%
With iron(III) trifluoromethanesulfonate at 20℃; for 24h; Schlenk technique;85%
With 1,2,4-Triazole; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 10h;69%
In neat (no solvent) at 20℃; for 24h; Concentration; Time; Green chemistry;69%
With cell-free extract containing recombinant PpATaseCH In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 18h; pH=7.5;
ethanol
64-17-5

ethanol

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With oxygen; sodium hydroxide In water at 40℃; for 18h; Green chemistry;99%
With oxygen; sodium hydroxide In water at 40℃; for 24h; Reagent/catalyst;99%
With oxygen; lithium hydroxide In water at 50℃; for 12h;86%
methanol
67-56-1

methanol

benzamide
55-21-0

benzamide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With N-methyl-N-[3-(4-diacetoxyiodo)phenoxy-1-propyl]pyrrolidinium 4-methylbenzenesulfonate; potassium hydroxide In chloroform at 0 - 20℃; Hofmann Rearrangement; Inert atmosphere;99%
phenyl isocyanate
103-71-9

phenyl isocyanate

bis(iodozinc)methane
31729-70-1

bis(iodozinc)methane

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
Stage #1: phenyl isocyanate; bis(iodozinc)methane at 80℃; for 0.5h;
Stage #2: at 25℃; Acidic conditions;
99%
In tetrahydrofuran at 80℃; for 0.5h; Solvent;99%
4-(phenylamino)pent-3-en-2-one
7294-89-5, 26567-78-2, 147054-81-7

4-(phenylamino)pent-3-en-2-one

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; for 0.5h; Green chemistry;99%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 80℃; for 12h; Sealed tube;80%
With tert.-butylhydroperoxide In water; chlorobenzene at 80℃; for 2h;75%
With 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; oxygen In acetonitrile at 25℃; for 12h; Solvent; Irradiation; chemoselective reaction;74%
o-iodoacetanilide
19591-17-4

o-iodoacetanilide

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline bis[(2-diphenyl-phosphino)phenyl]ether copper(I) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;99%
With 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline bis[(2-diphenyl-phosphino)phenyl]ether copper(I) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; UV-irradiation;99%
With copper acetylacetonate; diethylamine; vasicine In ethanol at 100℃; for 12h; Time; Sealed tube;88%
With copper acetylacetonate; ethanol; diethylamine; vasicine at 100℃; for 12h; Sealed tube; regioselective reaction;86%
With potassium phosphate; palladium diacetate; hydrazine hydrate In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 8h; Green chemistry;83%
acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
at 20℃; for 0.5h; Reflux;98%
for 0.5h; Reflux;98%
acetamide
60-35-5

acetamide

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With Fe3+ exchanged montmorillonite K-10 In neat (no solvent) at 110℃; for 30h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;98%
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Solvent; Temperature; Time; Reagent/catalyst; Microwave irradiation; Green chemistry;97%
With [Ru-NHC] In toluene at 110℃; for 8h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;94%
acetophenone
98-86-2

acetophenone

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With acetylhydroxamic acid; sulfuric acid In acetonitrile for 0.5h; Reflux;98%
With mesitylenesulfonylhydroxylamine In acetonitrile at 20℃; for 5h; Reagent/catalyst; Solvent;98%
With zinc(II) chloride; hydroxylamine-O-sulfonic acid In water at 20℃; for 8h; Reagent/catalyst; Solvent; Beckmann Rearrangement;96%
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone
37441-95-5

1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone

aniline
62-53-3

aniline

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
In tetrahydrofuran at 15℃; for 0.166667h;98%
m-4-acetamidophenyl trifluoromethanesulfonate
32578-30-6

m-4-acetamidophenyl trifluoromethanesulfonate

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 5h;98%
With ammonium acetate; magnesium; palladium on activated charcoal In methanol at 20℃; for 1h;97%
With ammonium acetate; methanol; magnesium; palladium on activated charcoal at 20℃; for 1h;97%
2-acetoxy-5-chloro-3,6-diisopropylpyrazine
87386-72-9

2-acetoxy-5-chloro-3,6-diisopropylpyrazine

aniline
62-53-3

aniline

A

5-chloro-3,6-diisopropyl-2-hydroxypyrazine
87386-78-5

5-chloro-3,6-diisopropyl-2-hydroxypyrazine

B

Acetanilid
103-84-4

Acetanilid

Conditions
ConditionsYield
In benzene for 15h; Ambient temperature;A n/a
B 98%
In benzene for 15h; Product distribution; Ambient temperature;A n/a
B 98%
Acetanilid
103-84-4

Acetanilid

4-Acetamido-1-iodobenzene
622-50-4

4-Acetamido-1-iodobenzene

Conditions
ConditionsYield
With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; 4,4'-dimethoxyphenyl disulfide In acetonitrile at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Solvent; regioselective reaction;100%
With In(OSO2CF3)3; Iodine monochloride In dichloromethane; acetonitrile at 20℃; for 0.5h;99%
With trichloroisocyanuric acid; iodine In acetonitrile at 20℃; regioselective reaction;99%
Acetanilid
103-84-4

Acetanilid

4-bromoacetanilide
103-88-8

4-bromoacetanilide

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 4,4'-dimethoxyphenyl disulfide In acetonitrile at 20℃; for 0.166667h; Reagent/catalyst;100%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 4,4'-dimethoxyphenyl disulfide In acetonitrile at 20℃; for 0.166667h;100%
With methanol; tetraethylammonium chloride; bromine In dichloromethane at 35℃;99%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Acetanilid
103-84-4

Acetanilid

N1,N1-dimethyl-N2-phenylformamidine
1783-25-1

N1,N1-dimethyl-N2-phenylformamidine

Conditions
ConditionsYield
With trichlorophosphate for 4h; Heating;100%
With trichlorophosphate In toluene at 90℃; for 2h;89%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

Acetanilid
103-84-4

Acetanilid

N-(2-(4-chlorobenzoyl)phenyl)acetamide
92433-53-9

N-(2-(4-chlorobenzoyl)phenyl)acetamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; palladium diacetate; sodium dodecyl sulfate; trifluoroacetic acid In water at 20℃; for 24h; regioselective reaction;100%
With tert.-butylhydroperoxide; sodium dodecyl-sulfate; palladium diacetate; trifluoroacetic acid In water at 20℃; for 24h;97%
With tert.-butylhydroperoxide; palladium(II) trifluoroacetate In toluene at 20 - 90℃;81%
boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

Acetanilid
103-84-4

Acetanilid

C8H9BF3NO

C8H9BF3NO

Conditions
ConditionsYield
In toluene Reflux;100%
Acetanilid
103-84-4

Acetanilid

4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

N-acetyl-N-4-diphenylbutanamide

N-acetyl-N-4-diphenylbutanamide

Conditions
ConditionsYield
With 2,6-dimethylpyridine; dmap; di-tert-butyl dicarbonate In acetonitrile at 20 - 28℃; for 24h; Inert atmosphere;100%
Acetanilid
103-84-4

Acetanilid

N-(4-chlorophenyl)acetamide
539-03-7

N-(4-chlorophenyl)acetamide

Conditions
ConditionsYield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.166667h; Green chemistry;99.9%
With hydrogenchloride; 1-chloro-2,2,6,6-tetramethylpiperidine In benzene at 50 - 60℃;92%
With sodium perborate; potassium chloride; sodium tungstate In acetic acid at 20℃; for 1.08333h; Chlorination;86%
Acetanilid
103-84-4

Acetanilid

N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
With sodium nitrate; sulfuric acid at 0 - 5℃; for 3h;99%
With ammonium molybdate; water; nitric acid In chloroform for 6h; Nitration; Heating;99%
With nitric acid; cetyltrimethylammonim bromide In acetonitrile at 24.84℃; for 2h; Micellar solution; regioselective reaction;85%
2-methoxybenzo[d][1,3]dithiole
53301-48-7

2-methoxybenzo[d][1,3]dithiole

Acetanilid
103-84-4

Acetanilid

A

dibenzotetrathiafulvalene
24648-13-3

dibenzotetrathiafulvalene

B

N-Benzo[1,3]dithiol-2-yl-N-phenyl-acetamide
103214-93-3

N-Benzo[1,3]dithiol-2-yl-N-phenyl-acetamide

Conditions
ConditionsYield
With trichloroacetic acid In benzene for 9h; Heating;A n/a
B 99%
Acetanilid
103-84-4

Acetanilid

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

N-(2-methylprop-2-ene-1-yl)-N-phenylacetamide
102860-03-7

N-(2-methylprop-2-ene-1-yl)-N-phenylacetamide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In toluene at 75℃; for 2.25h;99%
With tetrabutylammomium bromide; potassium carbonate; sodium hydroxide In toluene at 75℃;85%
Acetanilid
103-84-4

Acetanilid

diphenyl acetylene
501-65-5

diphenyl acetylene

1-(2,3-diphenyl-1H-indol-1-yl)ethan-1-one
1239-56-1

1-(2,3-diphenyl-1H-indol-1-yl)ethan-1-one

Conditions
ConditionsYield
With silver hexafluoroantimonate; dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer; copper diacetate In acetone at 20℃; for 16h;99%
With silver hexafluoroantimonate; dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer; copper(II) acetate monohydrate In acetone at 20℃; for 72h; Reagent/catalyst; Sealed tube;99%
With silver hexafluoroantimonate; rhodium(III) trichloride hydrate; 2-[4,6-diphenyl-1H-cyclopenta[c]furan-5(3H)-ylidene]-N-phenylacetamide; copper(II) acetate monohydrate In ethanol; acetone at 20℃; for 40h; Catalytic behavior; Reagent/catalyst; Time; Schlenk technique; Inert atmosphere; Sealed tube;99%

103-84-4Related news

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Knowledge about solubility in water is required for crystallization processes, for the development of structure-property relationships, for the establishment of solubility scales, assessing environmental contamination, and for validating thermodynamic models. Approaches are desired that allow pr...detailed

Determination of four Acetanilide (cas 103-84-4) herbicides in brown rice juice by ionic liquid/ionic liquid-homogeneous liquid-liquid micro-extraction high performance liquid chromatography08/12/2019

The new method of ionic liquid-based homogeneous liquid-liquid micro-extraction coupled with high performance liquid chromatography was established for the determination of the four acetanilide herbicides, including metazachlor, propanil, alachlor, and butachlor in the brown rice juice. Some exp...detailed

Sulfination of Acetanilide (cas 103-84-4) using liquid coordination complexes as dual catalyst and solvent08/11/2019

The Freidel-Crafts sulfination reaction of acetanilide with sulfur dioxide was catalyzed by several AlCl3-based liquid coordination complexes (LCCs), and the results were compared with that catalyzed by traditional ILs. Influences of different catalysts, ligand/AlCl3 molar ratios, and reaction c...detailed

103-84-4Relevant articles and documents

Optimizing Water Exchange Rates and Rotational Mobility for High-Relaxivity of a Novel Gd-DO3A Derivative Complex Conjugated to Inulin as Macromolecular Contrast Agents for MRI

Granato, Luigi,Vander Elst, Luce,Henoumont, Celine,Muller, Robert N.,Laurent, Sophie

, (2018)

Thanks to the understanding of the relationships between the residence lifetime τM of the coordinated water molecules to macrocyclic Gd-complexes and the rotational mobility τR of these structures, and according to the theory for paramagnetic relaxation, it is now possible to design macromolecular contrast agents with enhanced relaxivities by optimizing these two parameters through ligand structural modification. We succeeded in accelerating the water exchange rate by inducing steric compression around the water binding site, and by removing the amide function from the DOTA-AA ligand [1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid mono(p-aminoanilide)] (L) previously designed. This new ligand 10[2(1-oxo-1-p-propylthioureidophenylpropyl]-1,4,7,10-tetraazacyclodecane-1,4,7-tetraacetic acid (L1) was then covalently conjugated to API [O-(aminopropyl)inulin] to get the complex API-(GdL1)x with intent to slow down the rotational correlation time (τR) of the macromolecular complex. The evaluation of the longitudinal relaxivity at different magnetic fields and the study of the 17O-NMR at variable temperature of the low-molecular-weight compound (GdL1) showed a slight decrease of the τM value (τM310 =?331?ns vs. τM310 =?450?ns for the GdL complex). Consequently to the increase of the size of the API-(GdL1)x complex, the rotational correlation time becomes about 360 times longer compared to the monomeric GdL1 complex (τR?=?33,700?ps), which results in an enhanced proton relaxivity.

-

Venkataraman,K.,Wagle,D.R.

, p. 3037 - 3040 (1979)

-

-

Hall

, p. 3188 (1964)

-

Impregnated copper on Fe3O4: an efficient magnetically separable nanocatalyst for rapid and selective acylation of amines

Shokri, Zahra,Zeynizadeh, Behzad

, p. 2467 - 2474 (2017)

The present paper describes the synthesis of N-arylacetamides through acetylation of arylamines with Ac2O in the presence of magnetically recyclable Fe3O4/Cu NPs. All reactions were carried out efficiently in H2O within 2–10?min to give the products in 89–95% yields. Selective acetylation of amines versus alcohols was carried out successfully with this acetylating system. In addition, acetylation of amines and phenols was taken place with the same reactivity. Reusability of the nanocatalyst was examined 5 times without significant loss of its catalytic activity.

A binuclear Mn(ii) complex as an efficient catalyst for transamidation of carboxamides with amines

Singh, Divya Pratap,Allam, Bharat Kumar,Singh, Krishna Nand,Singh, Vinod Prasad

, p. 1155 - 1158 (2014)

A binuclear Mn(ii) complex has been synthesized and characterized by different structural methods. The complex contains two unique oxo-bridged metal centres and has been explored as an excellent catalyst for transamidation of carboxamides with amines under solvent-free conditions.

Harnessing the pyrroloquinoxaline scaffold for FAAH and MAGL interaction: Definition of the structural determinants for enzyme inhibition

Brindisi, Margherita,Brogi, Simone,Maramai, Samuele,Grillo, Alessandro,Borrelli, Giuseppe,Butini, Stefania,Novellino, Ettore,Allarà, Marco,Ligresti, Alessia,Campiani, Giuseppe,Di Marzo, Vincenzo,Gemma, Sandra

, p. 64651 - 64664 (2016)

This paper describes the development of piperazine and 4-aminopiperidine carboxamides/carbamates supported on a pharmacogenic pyrroloquinoxaline scaffold as inhibitors of the endocannabinoid catabolizing enzymes fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL). Structure-activity relationships and molecular modelling studies allowed the definition of the structural requirements for dual FAAH/MAGL inhibition and led to the identification of a small set of derivatives (compounds 5e, i, k, m) displaying a balanced inhibitory profile against both enzymes, with compound 5m being the frontrunner of the subset. Favorable calculated physico-chemical properties suggest further investigation for specific analogues.

-

Soloway,Friess

, p. 5000 (1951)

-

-

Kenner,Stedman

, p. 2069,2075 (1952)

-

-

Cohen,Harrison

, p. 1060 (1897)

-

The effect of flavonoid aglycones on the CYP1A2, CYP2A6, CYP2C8 and CYP2D6 enzymes activity

Boji?, Mirza,Kond?a, Martin,Rimac, Hrvoje,Benkovi?, Goran,Male?, ?eljan

, (2019)

Cytochromes P450 are major metabolic enzymes involved in the biotransformation of xenobiotics. The majority of xenobiotics are metabolized in the liver, in which the highest levels of cytochromes P450 are expressed. Flavonoids are natural compounds to which humans are exposed through everyday diet. In the previous study, selected flavonoid aglycones showed inhibition of CYP3A4 enzyme. Thus, the objective of this study was to determine if these flavonoids inhibit metabolic activity of CYP1A2, CYP2A6, CYP2C8, and CYP2D6 enzymes. For this purpose, the O-deethylation reaction of phenacetin was used for monitoring CYP1A2 enzyme activity, coumarin 7-hydroxylation for CYP2A6 enzyme activity, 6-α-hydroxylation of paclitaxel for CYP2C8 enzyme activity, and dextromethorphan O-demethylation for CYP2D6 enzyme activity. The generated metabolites were monitored by high-performance liquid chromatography coupled with diode array detection. Hesperetin, pinocembrin, chrysin, isorhamnetin, and morin inhibited CYP1A2 activity; apigenin, tangeretin, galangin, and isorhamnetin inhibited CYP2A6 activity; and chrysin, chrysin-dimethylether, and galangin inhibited CYP2C8. None of the analyzed flavonoids showed inhibition of CYP2D6. The flavonoids in this study were mainly reversible inhibitors of CYP1A2 and CYP2A6, while the inhibition of CYP2C8 was of mixed type (reversible and irreversible). The most prominent reversible inhibitor of CYP1A2 was chrysin, and this was confirmed by the docking study.

Ruthenium(III) acetylacetonate [Ru(acac)3] -An efficient recyclable catalyst for the acetylation of phenols, alcohols, and amines under neat conditions

Varala, Ravi,Nasreen, Aayesha,Adapa, Srinivas R.

, p. 148 - 152 (2007)

A catalytic amount of ruthenium(III) acetylacetonate (2 mol%) [Ru(acac)3] enables solvent-free acetylation of phenols, alcohols, and amines at ambient temperature in good to excellent yields. Furthermore, the catalyst could be recovered and reused at least three times without a significant loss in yields.

-

Tanaka

, p. 213,214 (1970)

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Eco-friendly reductive acetamidation of arylnitro compounds by thioacetate anion through in situ catalytic regeneration: application in the synthesis of Acetaminophen

Bhattacharya, Apurba,Suarez, Victor,Tamez Jr., Victoriano,Wu, Jiejun

, p. 3221 - 3223 (2006)

A novel one-step reductive acetamidation of arylnitro compounds mediated by thioacetate anion in thioacetic acid via in situ catalytic regeneration was developed and applied to an efficient synthesis of Acetaminophen.

Selective N-acetylation of aromatic amines using acetonitrile as acylating agent

Saikia, Ujwal Pratim,Hussain, Farhaz L.,Suri, Mrinaly,Pahari, Pallab

, p. 1158 - 1160 (2016)

A method for N-acetylation of amines has been developed using acetonitrile as an acylating agent and in situ generated trimethylsilyl iodide as the catalyst under microwave heating condition. The reaction is selective toward aromatic amines while aliphatic amines remain intact. The process eliminates the requirement of toxic acylating reagents like acetic anhydride and acetyl chloride.

1,2-Diethoxyethane catalyzed oxidative cleavage of gem-disubstituted aromatic alkenes to ketones under minimal solvent conditions

Liu, Kai-Jian,Deng, Ji-Hui,Zeng, Tang-Yu,Chen, Xin-Jie,Huang, Ying,Cao, Zhong,Lin, Ying-Wu,He, Wei-Min

, p. 1868 - 1872 (2020)

Aerobic oxidation using pure dioxygen gas as the oxidant has attracted much attention, but its application in synthetic chemistry has been significantly hampered by the complexity of catalytic system and potential risk of high-energy dioxygen gas. By employing 1,2-diethoxyethane as a catalyst and ambient air as an oxidant, an efficient protocol for the construction of various aryl-alkyl and diaryl ketones through oxidative cleavage of gem-disubstituted aromatic alkenes under minimal solvent conditions has been achieved.

Activation of Superoxide; Efficient Desulphurization of Thioamides to the Corresponding Amides using a Peroxyphosphorus Intermediate generated from Phenylphosphonic Dichloride and Superoxide

Kim, Yong Hae,Lim, Sang Chul,Chang, Hae Sung

, p. 36 - 37 (1990)

Treatment of thioamides with a peroxyphosphorus intermediate generated from phenylphosphonic dichloride and superoxide (O2-radical-anion) at -4 deg C in acetonitrile gave the corresponding amides in excellent yields.

Convenient, cost-effective, and mild method for the N-acetylation of anilines and secondary amines

Prasad,Srinivasa,Channe Gowda

, p. 1189 - 1195 (2005)

An efficient, cost-effective, and mild method for the N-acetylation of anilines and secondary amines with ammonium acetate in acetic acid media at reflux temperature in good yield is described. Copyright Taylor & Francis, Inc.

Acyl transfer catalysis with 1,2,4-Triazole anion

Yang, Xing,Birman, Vladimir B.

, p. 1499 - 1502 (2009)

1,2,4-Triazole anion has been identified as an active acyl transfer catalyst suitable for the aminolysis and transesterification of esters.

Cyanuric chloride catalyzed Beckmann rearrangement of ketoximes in biodegradable ionic liquids

Maia, Angelamaria,Albanese, Domenico C.M.,Landini, Dario

, p. 1947 - 1950 (2012)

Imidazolium-based ionic liquids (ILs) containing ester moieties in the side chain were successfully used as an alternative to traditional ILs in the Beckmann rearrangement of ketoximes catalyzed by 2,4,6-trichloro[1,3,5]triazine. The procedure is mild and suitable for both aromatic and cycloaliphatic substrates affording the rearrangement products in good to quantitative yields. The process is eco-sustainable since these ILs are biodegradable and in addition they can be recovered and reused.

Beckmann rearrangement of O-4-pentenyl oxime through N- bromosuccinimide-mediated activating process

Kitagawa, Osamu,Fujita, Masao,Okada, Midori,Taguchi, Takeo

, p. 32 - 35 (1997)

Beckmann rearrangement of O-4-pentenyl oxime derivatives proceeds in good yield under mild conditions through the formation of a cationic tetrahydrofuranium intermediate in the halocyclization reaction with N- bromosuccinimide.

The ortho-substituted N,N-diacetylaniline as a selective acetylating reagent

Murakami, Yasuoki,Kondo, Kazuhiro,Miki, Kazuki,Akiyama, Yoko,Watanabe, Toshiko,Yokoyama, Yuusaku

, p. 3751 - 3754 (1997)

Selective acetylation of the less hindered amino group in the presence of the more hindered amino group with the use of 2-trifluoromethyl-N,N-diacetylaniline 2c is described. This acetylation with 2c yielded the corresponding less hindered monoacetamide exclusively, simply, conveniently, and in good yields.

Indium mediated reductive acylations of nitroarenes towards N,O-diacylated N-arylhydroxylamines

Kim,Jae Wook Cheong,Han,Jun,Baik,Lee

, p. 3577 - 3586 (2001)

By applying indium, Ac2O, MeOH, and catalytic amount of InCl3 in CHCl3 solution, nitroarenes were transformed into N,O-diacylated N-arylhydroxylamines in moderate to excellent yields.

Iterative C?H Functionalization Leading to Multiple Amidations of Anilides

Park, Juhyeon,Lee, Jia,Chang, Sukbok

, p. 4256 - 4260 (2017)

Polyaminobenzenes were synthesized by the ruthenium-catalyzed iterative C?H amidation of anilides using dioxazolones as an amino source. This strategy could be implemented by the sequential activation of C?H bonds of formerly generated compounds by cascade chelation assistance of newly installed amide groups. Computational studies provided a rationale.

Zinc(II)-Catalyzed Synthesis of Secondary Amides from Ketones via Beckmann Rearrangement Using Hydroxylamine-O-sulfonic Acid in Aqueous Media

Verma, Saumya,Kumar, Puneet,Khatana, Anil K.,Chandra, Dinesh,Yadav, Ajay K.,Tiwari, Bhoopendra,Jat, Jawahar L.

, p. 3272 - 3276 (2020)

A zinc(II)-catalyzed single-step protocol for the Beckmann rearrangement using hydroxylamine-O-sulfonic acid (HOSA) as the nitrogen source in water was developed. This direct method efficiently produces secondary amides under open atmosphere in a pure form after basic aqueous workup. It isenvironmentally benign and operationally simple.

-

Horino,Inoue

, p. 2403 (1979)

-

Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols

Alinejad, Sara,Donyapeyma, Ghazaleh,Rahmatpour, Ali

, (2022/01/24)

Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec

Protodesilylation of Arylsilanes by Visible-Light Photocatalysis

García Manche?o, Olga,Kuhlmann, Jan H.,Uygur, Mustafa

supporting information, p. 1689 - 1694 (2022/03/14)

The first visible-light-mediated photocatalytic, metal- and base-free protodesilylation of arylsilanes is presented. The C(sp2)-Si bond cleavage process is catalyzed by a 5 mol % loading of a commercially available acridinium salt upon blue-light irradiation. Two simple approaches have been identified employing either aerobic or hydrogen atom transfer cocatalytic conditions, which enable the efficient and selective desilylation of a broad variety of simple and complex arylsilanes under mild conditions.

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul

supporting information, p. 5022 - 5037 (2021/05/04)

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

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