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99-92-3

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99-92-3 Usage

Description

4-Aminoacetophenone is a yellow crystalline compound with a melting point of 106°C and a boiling point of 293-295°C (2kPa). It is soluble in hot water, alcohol, ether, dilute hydrochloric acid, and dilute sulfuric acid, and slightly soluble in benzene and cold water. It has a special pleasant fragrance and is commonly used as a pharmaceutical intermediate.

Uses

Used in Pharmaceutical Industry:
4-Aminoacetophenone is used as a pharmaceutical intermediate for the synthesis of various medicines and organic products. It plays a crucial role in the development of new drugs and improving the efficacy of existing ones.
Used in Toxicology:
4-Aminoacetophenone has a novel utilization in toxicology as a treatment for intoxications caused by cyanogenic toxic substances. It helps in mitigating the harmful effects of these toxins and provides a potential therapeutic approach for such poisoning cases.
Used in Analytical Chemistry:
4-Aminoacetophenone is also used as a reagent for the photometric determination of cerium (Ce). This application allows for accurate and precise measurements of cerium concentrations in various samples, which is essential in research and quality control processes.
Additionally, it is utilized in the determination of palladium and vitamin B1, further expanding its use in analytical chemistry for accurate and reliable measurements.

Synthesis

Through a Williamson ether synthesis method and Smiles rearrangement reaction, benzamide compounds are produced, then the 4-aminoacetophenone preparation is finished after hydrolysis.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. acids, Incompatible to Acid chlorides, Acid anhydrides, Chloroformates, Strong oxidizing agents, Strong reducing agents. Stable under ordinary conditions.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 34, p. 2013, 1986 DOI: 10.1248/cpb.34.2013Tetrahedron Letters, 27, p. 4687, 1986 DOI: 10.1016/S0040-4039(00)85038-8

Safety Profile

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES

Purification Methods

It is soluble in hot H2O. UV (EtOH) has max 403nm (log 4.42) [Johnson J Am Chem Soc 75 2720 1953]. [Vandenbelt Anal Chem 26 726 1954.] The 2,4-dinitrophenylhydrazone has m 266-267o (from CHCl3 or EtOH) with 403nm (log 4.42), and the max semicarbazone has m 193-194o(dec)(from MeOH). The hydrochloride has m 98o(dec)(from H2O). [Beilstein 14 IV 100.]

Toxicity evaluation

Harmful if swallowed. Causes eye, skin, and respiratory tract irritation. May cause methemoglobinemia.

Check Digit Verification of cas no

The CAS Registry Mumber 99-92-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 99-92:
(4*9)+(3*9)+(2*9)+(1*2)=83
83 % 10 = 3
So 99-92-3 is a valid CAS Registry Number.

99-92-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A13213)  4'-Aminoacetophenone, 99%   

  • 99-92-3

  • 25g

  • 280.0CNY

  • Detail
  • Alfa Aesar

  • (A13213)  4'-Aminoacetophenone, 99%   

  • 99-92-3

  • 50g

  • 329.0CNY

  • Detail
  • Alfa Aesar

  • (A13213)  4'-Aminoacetophenone, 99%   

  • 99-92-3

  • 250g

  • 1513.0CNY

  • Detail
  • Alfa Aesar

  • (A13213)  4'-Aminoacetophenone, 99%   

  • 99-92-3

  • 1000g

  • 5064.0CNY

  • Detail

99-92-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Aminoacetophenone

1.2 Other means of identification

Product number -
Other names Ethanone, 1-(4-aminophenyl)-

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:99-92-3 SDS

99-92-3Synthetic route

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 760.051 Torr; for 9h;100%
With hydrogenchloride; ammonium chloride In tetrahydrofuran; water at 45℃; for 2h; Sealed tube; Green chemistry;100%
With hydrogen In water at 50℃; under 750.075 Torr; for 1.5h;100%
4-(2-methyl-1,3-dithian-2-yl)aniline
83810-18-8

4-(2-methyl-1,3-dithian-2-yl)aniline

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.333333h; Micellar solution;100%
With Methylthio(bismethylthio)sulfonium hexachloroantimonate In dichloromethane at -77℃; for 0.0166667h;97%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 0.5h;96%
With hydrogen bromide; dihydrogen peroxide In acetonitrile at 25℃; for 6h;95%
4-Ethynylaniline
14235-81-5

4-Ethynylaniline

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With gold(III) tribromide; water at 200℃; for 0.333333h; microwave irradiation;100%
With 5,10,15-tris(pentafluorophenyl)corrole cobalt(III) triphenyl phosphine; sulfuric acid; water In methanol at 80℃; for 12h;99%
With trifluorormethanesulfonic acid; water In 2,2,2-trifluoroethanol at 25 - 70℃; for 45h; Sealed tube; regioselective reaction;89%
1-(4-(tert-butyldimethylsilylamino)phenyl)ethanone
1321455-52-0

1-(4-(tert-butyldimethylsilylamino)phenyl)ethanone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With silica gel In ethanol; water at 20℃; for 2h;100%
4-azidoacetophenone
20062-24-2

4-azidoacetophenone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; chemoselective reaction;99%
With hydrogen; palladium In methanol; N,N-dimethyl-formamide at 20℃; under 6080.41 Torr; for 8h; Solvent; Temperature; Pressure; Inert atmosphere;99%
With ammonium hydroxide at 90℃; for 0.666667h;95%
4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 5h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;99%
Stage #1: 4-Iodoacetophenone With potassium phosphate; 2,2,2-trifluoroacetamide; N,N`-dimethylethylenediamine; copper(l) iodide In N,N-dimethyl-formamide at 45℃;
Stage #2: With methanol In N,N-dimethyl-formamide at 45℃; Further stages.;
98%
Stage #1: 4-Iodoacetophenone With copper(l) iodide; D-glucosamine hydrochloride; potassium carbonate In water; acetone at 90℃; for 0.166667h;
Stage #2: With ammonia In water; acetone at 90℃; for 28h;
96%
1-(4-aminophenyl)ethanol
93453-80-6, 14572-89-5

1-(4-aminophenyl)ethanol

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;98.8%
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 2h; Inert atmosphere; Schlenk technique; Darkness;98%
With N-Bromosuccinimide; β‐cyclodextrin In methanol; water; acetone at 20℃; for 10h;95%
Acetanilid
103-84-4

Acetanilid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With aluminium trichloride for 0.05h; Fries rearrangement; microwave irradiation;97%
With ytterbium trifluoromethanesulfonate; lithium perchlorate In nitromethane at 100℃; for 8h; Fries rearrangement;44%
With acetic anhydride; zinc(II) chloride
para-bromoacetophenone
99-90-1

para-bromoacetophenone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 90℃; under 5171.62 Torr; for 24h; Inert atmosphere;97%
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 4h;97%
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; Sealed tube;96%
tert-butyl 4-acetylphenylcarbamate
232597-42-1

tert-butyl 4-acetylphenylcarbamate

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With water at 100℃; for 2.5h;97%
C18H29NO3Si

C18H29NO3Si

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃;96%
triethylamine
121-44-8

triethylamine

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); tetrabutylammomium bromide; water; zinc(II) oxide In dimethyl sulfoxide at 100℃; for 16h;96%
With water; oxygen; zinc(II) oxide In acetonitrile at 20℃; Irradiation;59%
1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; sodium azide; water; silver carbonate In N,N-dimethyl-formamide at 120℃; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube;96%
With sodium azide In dimethyl sulfoxide at 125℃; for 19h;25%
p-aminoacetophenone oxime
38063-81-9

p-aminoacetophenone oxime

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.0166667h; neat (no solvent);95%
With sodium periodate; silica gel In solid for 0.0416667h; Irradiation;83%
With perchloric acid; dihydrogen peroxide; potassium bromide; ammonium molybdate tetrahydrate In water at 20℃; for 2h;80%
With sulfuric acid In 1,4-dioxane; water for 0.416667h; Reflux;80%
4,4'-diacetylazobenzene
18179-86-7

4,4'-diacetylazobenzene

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With aminomethyl polysterene resin formic acid salt; zinc In methanol for 0.266667h;95%
With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.3h;94%
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 5h;94%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

A

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With hydrogen In glycerol at 100℃; for 2h;A 95%
B n/a
With methanesulfonic acid; palladium, 5% on calcium carbonate, poisoned with lead; hydrogen In ethanol at 30℃; under 2585.81 Torr; for 22h; Reagent/catalyst; Sealed tube;A 66 %Chromat.
B 26 %Chromat.
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

glycerol
56-81-5

glycerol

A

C11H13NO5

C11H13NO5

B

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With hydrogen at 100℃; for 2h;A n/a
B 95%
4-aminobenzaldehyde oxime
3419-18-9

4-aminobenzaldehyde oxime

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With C2H5NO2*C9H7NO*6H2O*Cl2Co; dihydrogen peroxide In methanol for 2.5h; Reflux;94%
2,2,2-trichloroethyl (4-acetylphenyl)carbamate

2,2,2-trichloroethyl (4-acetylphenyl)carbamate

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 3h; Heating;93%
potassium 4-acetylphenyltrifluoroborate

potassium 4-acetylphenyltrifluoroborate

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With ammonium hydroxide; copper(ll) sulfate pentahydrate; sodium hydroxide In water at 25℃; for 24h;92%
2-methyl-2-(4-N-tert-butoxycarbonylphenyl)-1,3-dithiane

2-methyl-2-(4-N-tert-butoxycarbonylphenyl)-1,3-dithiane

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With ammonium persulfate; Montmorillonite K-10 clay for 0.0333333h; microwave irradiation;90%
1-[4-({[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]phenylmethylene}amino)phenyl]ethanone

1-[4-({[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]phenylmethylene}amino)phenyl]ethanone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 20℃;90%
4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;90%
With air; Ag/AgBr/TiO2 nanotubes In neat (no solvent) at 20℃; for 12h; Irradiation; Green chemistry;48%
With oxygen; Mn-MgAl hydrotalcite at 135℃; under 760.051 Torr; for 5h;
para-chloroacetophenone
99-91-2

para-chloroacetophenone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With copper(l) iodide; ammonia; C14H16N2O4; caesium carbonate at 120℃; for 24h; Sealed tube; Inert atmosphere;89%
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;88%
With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h;85%
ammonium hydroxide
1336-21-6

ammonium hydroxide

para-bromoacetophenone
99-90-1

para-bromoacetophenone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With copper(l) iodide In water at 200℃; for 2h; Autoclave;89%
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry;75%
4-azidoacetophenone
20062-24-2

4-azidoacetophenone

A

1-(4-aminophenyl)ethanol
93453-80-6, 14572-89-5

1-(4-aminophenyl)ethanol

B

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h;A 5%
B 89%
C 6%
4-acetylphenylsilver

4-acetylphenylsilver

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; sodium azide; water; silver carbonate In N,N-dimethyl-formamide at 120℃; for 20h; Darkness; Sealed tube;89%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

A

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

B

acetaldehyde
75-07-0

acetaldehyde

C

H2

H2

Conditions
ConditionsYield
With ethanol; titanium(IV) oxide for 0.25h; Irradiation;A 88%
B n/a
C n/a
indole
120-72-9

indole

2-phenyl-1,2,3,4-tetrahydroisoquinoline
3340-78-1

2-phenyl-1,2,3,4-tetrahydroisoquinoline

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

A

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

B

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With Co(dmgH)2Cl2; Eosin Y In water; acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;A 87%
B 90 %Spectr.
acetic anhydride
108-24-7

acetic anhydride

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

4-(N-acetylamino)acetophenone
2719-21-3

4-(N-acetylamino)acetophenone

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
In toluene at 20℃;96%
In 1,4-dioxane; water at 0 - 25℃; for 2.5h; Acetylation;95%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

4'-(methylsulfonylamino)acetophenone
5317-89-5

4'-(methylsulfonylamino)acetophenone

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 23h; Inert atmosphere;100%
With pyridine In dichloromethane at 0 - 20℃; for 16h;98%
In dichloromethane at 20 - 25℃; for 1h; Large scale;96%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-(p-toluenesulfonylamino)acetophenone
5317-94-2

4-(p-toluenesulfonylamino)acetophenone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
In pyridine for 1h; Ambient temperature;96.6%
With pyridine In dichloromethane at 20℃; for 3h;96%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

1-(4-amino-3-bromophenyl)-ethanone
56759-32-1

1-(4-amino-3-bromophenyl)-ethanone

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile at 20℃; for 20h; Cooling with ice;100%
With hydrogen bromide In water; dimethyl sulfoxide at 85℃; for 4h;99%
With N-Bromosuccinimide at 20℃; for 0.0833333h; regioselective reaction;97%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

(R)-1-(4-aminophenyl)ethanol

(R)-1-(4-aminophenyl)ethanol

Conditions
ConditionsYield
With (S,S)-RuCl2(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen In isopropyl alcohol at 26 - 30℃; under 6080 Torr; for 4h;100%
With N(CH2)3CHCPh2OBO(n-Oct)100%
With potassium tert-butylate; hydrogen In isopropyl alcohol; tert-butyl alcohol at 20℃; under 1875.19 - 3375.34 Torr; for 2.5h; enantioselective reaction;88%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

ethylhydrazine carboxylate
4114-31-2

ethylhydrazine carboxylate

N'-[1-(4-amino-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester
540757-28-6

N'-[1-(4-amino-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 2h; Reflux; Inert atmosphere;100%
6-bromo-3,4-methylenedioxybenzaldehyde
15930-53-7

6-bromo-3,4-methylenedioxybenzaldehyde

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

E-1-(4-((6-bromobenzo[d ][1,3]dioxol-5-yl)methyleneamino)-phenyl)ethanone
1206531-50-1

E-1-(4-((6-bromobenzo[d ][1,3]dioxol-5-yl)methyleneamino)-phenyl)ethanone

Conditions
ConditionsYield
In methanol100%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

C19H15NO2

C19H15NO2

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Milling;100%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

2,5-dimethyl-piperazine
2815-34-1, 1119702-25-8

2,5-dimethyl-piperazine

C22H26N6O2

C22H26N6O2

Conditions
ConditionsYield
Stage #1: p-aminobenzophenone With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: 2,5-dimethyl-piperazine In water for 0.5h;
100%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid
16257-76-4

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid

N-(4-acetylphenyl)-1-(benzenesulfonyl)-4-hydroxypyrrolidine-2-carboxamide

N-(4-acetylphenyl)-1-(benzenesulfonyl)-4-hydroxypyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;100%
4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-4-hydroxy-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

N-(4-acetylphenyl)-4-hydroxy-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;100%
carbon monoxide
201230-82-2

carbon monoxide

o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione
40101-59-5

2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 1h; Schlenk technique;100%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid
88867-96-3

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

N-(4-acetylphenyl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

N-(4-acetylphenyl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.98%
{benzoyl[(4-methylphenyl)sulfonyl]amino}acetic acid

{benzoyl[(4-methylphenyl)sulfonyl]amino}acetic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]acetamide

N-(4-acetylphenyl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]acetamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.98%
N-benzenesulfonyl-L-proline
88425-46-1

N-benzenesulfonyl-L-proline

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-1-(benzenesulfonyl)pyrrolidine-2-carboxamide

N-(4-acetylphenyl)-1-(benzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.97%
3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenyl formamido]propanamide

N-(4-acetylphenyl)-3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenyl formamido]propanamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.97%
2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetic acid

2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetamide

N-(4-acetylphenyl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.58%
3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

N-(4-acetylphenyl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.58%
N--trans-4-hydroxy-L-proline
20275-18-7

N--trans-4-hydroxy-L-proline

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-(4-acetylphenyl)-4-hydroxy-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

N-(4-acetylphenyl)-4-hydroxy-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 10h; Dean-Stark; Reflux;99.48%
indole-2,3-dione
91-56-5

indole-2,3-dione

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

2-(4'-aminophenyl)-4-quinolinecarboxylic acid
94205-62-6

2-(4'-aminophenyl)-4-quinolinecarboxylic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethanol at 100℃;99%
With potassium hydroxide In ethanol Heating;86%
With potassium hydroxide In ethanol; water Pfitzinger reaction; Heating;85.9%
Stage #1: indole-2,3-dione With cetyltrimethylammonium hydroxide In water at 20℃; for 0.166667h; Pfitzinger Quinoline Synthesis; Sonication; Green chemistry;
Stage #2: p-aminobenzophenone In water at 35℃; for 4.5h; Temperature; Pfitzinger Quinoline Synthesis; Sonication; Green chemistry;
75%
With potassium hydroxide
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

ethyl (4-acetylphenyl)carbamate
5520-79-6

ethyl (4-acetylphenyl)carbamate

Conditions
ConditionsYield
With pyridine In acetone for 3h; Reflux;99%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

methyl chloroformate
79-22-1

methyl chloroformate

methyl N-(4-acetylphenyl)carbamate
60677-43-2

methyl N-(4-acetylphenyl)carbamate

Conditions
ConditionsYield
With pyridine In acetone for 3h; Reflux;99%
With sodium hydroxide In 1,4-dioxane; water at 0 - 25℃; for 2.5h; alkoxycarbonylation;98%
With pyridine at 20℃; for 15h; Cooling;91%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

para-chloroacetophenone
99-91-2

para-chloroacetophenone

Conditions
ConditionsYield
Stage #1: p-aminobenzophenone With tert.-butylnitrite In acetonitrile at 20℃; Sandmeyer Reaction; Flow reactor;
Stage #2: With copper dichloride In ethylene glycol; acetonitrile at 82℃; Sandmeyer Reaction; Flow reactor;
99%
With N-chloro-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;77%
With tert.-butylnitrite; copper dichloride In acetonitrile
With hydrogenchloride; potassium nitrite; dimethyl sulfoxide; copper(l) chloride In water at 35℃; for 0.333333h;82 % Chromat.
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(4-acetylphenyl)-2,2,2-trifluoroacetamide
24568-13-6

N-(4-acetylphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 10℃;99%
With triethylamine at 20℃; for 12h;80%
In N,N-dimethyl-formamide for 48h; Ambient temperature;73%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

4-azidoacetophenone
20062-24-2

4-azidoacetophenone

Conditions
ConditionsYield
Stage #1: p-aminobenzophenone With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: With sodium azide In water at 5℃;
99%
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 20℃; for 2h;95%
Stage #1: p-aminobenzophenone With hydrogenchloride In water at 0 - 5℃; for 0.166667h;
Stage #2: With 1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy]ethyl)-1H-imidazol-3-ium dinitrite In water for 0.166667h;
Stage #3: With sodium azide In water at 20℃; for 0.166667h; Ionic liquid;
95%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

3-phenylnorbornadiene-2-carbonyl chloride
158198-05-1

3-phenylnorbornadiene-2-carbonyl chloride

3-Phenyl-bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid (4-acetyl-phenyl)-amide

3-Phenyl-bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid (4-acetyl-phenyl)-amide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 0.166667h; Heating;99%

99-92-3Relevant articles and documents

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ISOINDOLINONE COMPOUNDS

-

Page/Page column 230, (2021/04/17)

Disclosed herein is a compound or pharmaceutically acceptable salts or stereoisomers thereof of of formula I wherein X1 is linear or branched C1-6 alkyl, C3-6 cycloalkyl, -C1-6 alkyl C3-6 cycloalkyl, C6-10 aryl, 5-10 membered heteroaryl, C1-6 alkyl C6-10 aryl, C1-6 alkyl 5-10 membered heteroaryl, wherein X1 is unsubstituted or substituted with one or more of halogen, linear or branched C1-6 alkyl, linear or branched C1-6 heteroalkyl, CF3, CHF2, -O-CHF2, -O-(CH2)2-OMe, OCF3, C1-6 alkylamino, -CN, -N(H)C(O)-C1- 6alkyl, -OC(O)-C1-6alkyl, -OC(O)-C1-4alkylamino, -C(O)O-C1-6alkyl, -COOH, - CHO, -C1-6alkylC(O)OH, -C1-6alkylC(O)O-C1-6alkyl, NH2, C1-6 alkoxy or C1-6 alkylhydroxy; X2 is hydrogen, C6-10 aryl, 5-10 membered heteroaryl, -O-(5-10 membered heteroaryl), 4-8 membered heterocycloalkyl, C1-4 alkyl 4-8 membered heterocycloalkyl, -O-(4-8 membered heterocycloalkyl), -O-C1-4 alkyl-(4-8 membered heterocycloalkyl), -OC(O)-C1-4alkyl-4-8 membered heterocycloalkyl or C6 aryloxy, wherein X2 is unsubstituted or substituted with one or more of linear or branched C1-6 alkyl, NH2, NMe2 or 5-6 membered heterocycloalkyl; n is 0, 1 or 2.

Highly efficient hydrogenation reduction of aromatic nitro compounds using MOF derivative Co-N/C catalyst

Dai, Yuyu,Li, Xiaoqing,Wang, Likai,Xu, Xiangsheng

, p. 22908 - 22914 (2021/12/24)

The direct hydrogenation reduction of aromatic nitro compounds to aromatic amines with non-noble metals is an attractive area. Herein, the pyrolysis of Co(2-methylimidazole)2 metal-organic framework successfully produces a magnetic Co-N/C nanocomposite, which exhibits a porous structure with a high specific area and uniform Co nanoparticle distribution in nitrogen-doped graphite. In addition, the Co-N/C catalysts possess high cobalt content (23%) with highly active β-Co as the main existing form and high nitrogen content (3%). These interesting characteristics endow the Co-N/C nanocomposite with excellent catalytic activity for the hydrogenation reduction of nitro compounds under mild conditions. In addition, the obtained Co-N/C nanocomposites possess a broad substrate scope and good cycle stability for the reduction of halogen-substituted or carbonyl substituted phenyl nitrates. This journal is

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