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2835-68-9 Usage

Chemical Properties

off-white to beige crystalline powder

Uses

4-Aminobenzamide was used as a poly(ADP-ribose)polymerase (PADPRP) inhhibitor to study the death of target cells by cytotoxic effector cells using the nuclear enzyme poly(ADP-ribose)polymerase (PADPRP).

Synthesis Reference(s)

Synthetic Communications, 25, p. 4025, 1995 DOI: 10.1080/00397919508011478

Check Digit Verification of cas no

The CAS Registry Mumber 2835-68-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,3 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2835-68:
(6*2)+(5*8)+(4*3)+(3*5)+(2*6)+(1*8)=99
99 % 10 = 9
So 2835-68-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H2,9,10)

2835-68-9 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A12594)  4-Aminobenzamide, 98+%   

  • 2835-68-9

  • 25g

  • 125.0CNY

  • Detail
  • Alfa Aesar

  • (A12594)  4-Aminobenzamide, 98+%   

  • 2835-68-9

  • 100g

  • 382.0CNY

  • Detail
  • Alfa Aesar

  • (A12594)  4-Aminobenzamide, 98+%   

  • 2835-68-9

  • 500g

  • 1571.0CNY

  • Detail

2835-68-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-aminobenzamide

1.2 Other means of identification

Product number -
Other names 4-carbamoylaniline

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:2835-68-9 SDS

2835-68-9Synthetic route

4-nitrobenzamide
619-80-7

4-nitrobenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol100%
With palladium on activated carbon; hydrogen In methanol at 20℃; under 750.075 Torr; for 3h;100%
With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 2h; Autoclave;99%
4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With C18H57O3P6Ru2(1+)*C6H5O(1-)*C6H6O; water In 1,4-dioxane for 48h; Time; Sealed tube; Inert atmosphere; Schlenk technique;100%
With [RuH(tBu-PNP(-))(CO)]; water In tert-butyl alcohol at 80℃; for 16h;99%
With Amberlyst A-26 (OH- form); dihydrogen peroxide In methanol at 20℃; for 3h; Hydrolysis;97%
ethyl 4-nitrobenzoate
99-77-4

ethyl 4-nitrobenzoate

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With palladium on carbon; ammonia; hydrogen In methanol at 30 - 35℃; under 1500.15 - 2250.23 Torr; for 7h; Temperature; Solvent; Reagent/catalyst; Autoclave;98.8%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1.5h;97%
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 3h;88%
With tert.-butylhydroperoxide; titanium superoxide; saccharin In 1,4-dioxane; hexane at 90℃; for 1h; Green chemistry;38%
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; pyridine / methanol / 24 h / 20 °C
2: [RuCl2(η2-C6H6){P(NMe2)3}]; water / 7 h / 100 °C / Inert atmosphere; Sealed tube
View Scheme
phenyl carbamate
64-10-8

phenyl carbamate

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With aluminium trichloride for 0.0833333h; Fries rearrangement; microwave irradiation;95%
4,4'-dicarbamoylazobenzene
27332-13-4

4,4'-dicarbamoylazobenzene

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 4.5h;95%
With aminomethyl polysterene resine formic acid salt; zinc In methanol at 20℃; for 0.333333h;94%
With zinc In methanol at 25℃; for 0.2h; Inert atmosphere;94%
With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.233333h;93%
With magnesium In methanol at 25℃; for 0.216667h; Inert atmosphere;92%
p-bromobenzamide
698-67-9

p-bromobenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; ammonia; sodium hydroxide In water at 100℃; for 12h;95%
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 90℃; under 5171.62 Torr; for 24h; Inert atmosphere;93%
With ammonium hydroxide; ethylenediaminetetraacetic acid; potassium carbonate; copper(II) oxide In water at 100℃; for 12h; Sealed tube;59%
4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

A

4-aminobenzamide
2835-68-9

4-aminobenzamide

B

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With water at 140℃; for 6h; Sealed tube;A 94%
B 6%
With potassium phosphate buffer at 30℃; for 9h; Rhodococcus sp. AJ270 cells;A 63.7%
B 9.7%
With phosphate buffer at 30℃; for 48h; rhodococcus rhodocrous AJ270, pH 7.0;A 30%
B 38%
With potassium phosphate buffer at 30℃; for 48h; Rhodococcus sp. AJ270 cells;A 30.1%
B 37.5%
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
Multistep reaction;94%
Multistep reaction;
Multi-step reaction with 3 steps
1: pyridine; triethylamine / toluene / 20 h / 0 - 20 °C
2: ammonia; cetyltrimethylammonium chloride / toluene; water / 3 h / 40 °C
3: hydrogen; 5%-palladium/activated carbon / toluene; water / 60 °C / Autoclave
View Scheme
Multi-step reaction with 3 steps
1: N,N-dimethyl-formamide; thionyl chloride / 3 h / 50 - 60 °C / 750.08 Torr / Green chemistry
2: ammonium hydroxide / 4 h / 50 - 60 °C / 1500.15 Torr / Green chemistry
3: hydrazine hydrate / ethanol; water / 3 h / 50 - 60 °C / Green chemistry
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 15 h / Reflux
2: ammonia / methanol / 70 °C
3: hydrogen; palladium on activated charcoal / methanol / 20 °C
View Scheme
4-azidobenzamide
88609-06-7

4-azidobenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With zinc In methanol at 20℃; for 3h;94%
With D-glucose; potassium hydroxide In water at 85℃; for 0.166667h; Green chemistry; chemoselective reaction;94%
With ammonium hydroxide at 90℃; for 4.16667h;93%
4-aminobenzoyl chloride
16106-38-0

4-aminobenzoyl chloride

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With formamide at 100 - 120℃; Neat (no solvent);93%
With ammonia In tetrahydrofuran; water at 0 - 20℃; for 12h;30%
With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonia; water; iodine In tetrahydrofuran at 20℃; for 24h; Haller-Bauer reaction;90%
With tert.-butylhydroperoxide; ammonia; tetra-(n-butyl)ammonium iodide In water at 100℃; for 16h; Green chemistry;29%
C8H7N2O3(1-)*K(1+)

C8H7N2O3(1-)*K(1+)

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
In water; acetonitrile at 110℃; for 3.5h; Reflux;88%
4-(benzyloxycarbonylamino)benzamide
500545-36-8

4-(benzyloxycarbonylamino)benzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;85%
p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonia In methanol at 20 - 25℃; under 1500.15 Torr; for 24h; Autoclave; Inert atmosphere;85%
4-aminobenzaldehyde oxime
3419-18-9

4-aminobenzaldehyde oxime

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With [RuCl2(η2-C6H6){P(NMe2)3}]; water at 100℃; for 7h; Inert atmosphere; Sealed tube;84%
benzamide
55-21-0

benzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonia; dihydrogen peroxide In water; tert-butyl alcohol at 80℃; for 3h; Reagent/catalyst; Molecular sieve;79%
N-amino-(4-nitrophenyl)carboxamide
636-97-5

N-amino-(4-nitrophenyl)carboxamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With tin; phosphoric acid; boric acid; oxalic acid; pyrographite; acetic acid In ethanol; water at 70℃; Electrolysis;71%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With diethylenetriaminopentaacetic acid; ammonia; copper(II) oxide; potassium hydroxide In water at 100℃; for 12h;59%
4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonium hydroxide In water at 60℃; for 18h;58%
4-amino-N-phenyl-N-tosylbenzamide

4-amino-N-phenyl-N-tosylbenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonium carbonate In dimethyl sulfoxide at 40℃; for 16h;55%
4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonia In water at 105℃; for 16h;51%
p-hydroxybenzamide
619-57-8

p-hydroxybenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;46%
4-aminophenylacetic acid
1197-55-3

4-aminophenylacetic acid

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; oxygen In water at 130℃; for 19h;36%
2-iodo-4-nitrobenzamide
89677-75-8

2-iodo-4-nitrobenzamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With ammonium formate; nickel In methanol for 60h; Ambient temperature;31%
C10H12N4O2
84781-99-7

C10H12N4O2

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

4-aminobenzamide
2835-68-9

4-aminobenzamide

C

1,3-bis(4-benzamido)triazene

1,3-bis(4-benzamido)triazene

Conditions
ConditionsYield
With sulfuric acid at 25℃; Rate constant;
piperazine
110-85-0

piperazine

4-aminobenzamide
2835-68-9

4-aminobenzamide

C18H20N8O2

C18H20N8O2

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite In water for 0.5h; cooling;
Stage #2: piperazine In water for 0.5h;
100%
formaldehyd
50-00-0

formaldehyd

4-aminobenzamide
2835-68-9

4-aminobenzamide

1,4-diaminobutane
110-60-1

1,4-diaminobutane

4-(2-{3-[(3-{2-[4-(aminocarbonyl)phenyl]-1-diazenyl}-1,3-diazepan-1-yl)methyl]-1,3-diazepan-1-yl}-1-diazenyl)benzamide

4-(2-{3-[(3-{2-[4-(aminocarbonyl)phenyl]-1-diazenyl}-1,3-diazepan-1-yl)methyl]-1,3-diazepan-1-yl}-1-diazenyl)benzamide

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite at 0 - 5℃; for 0.5h;
Stage #2: formaldehyd; 1,4-diaminobutane With sodium hydrogencarbonate In water for 0.5h; cooling;
100%
R-(+)-2-bromopropionic acid
10009-70-8

R-(+)-2-bromopropionic acid

4-aminobenzamide
2835-68-9

4-aminobenzamide

4-{[(2R)-2-bromopropanoyl]amino}benzamide

4-{[(2R)-2-bromopropanoyl]amino}benzamide

Conditions
ConditionsYield
With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 20℃; for 0.5h; Inert atmosphere;100%
With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 20℃; for 0.5h; Inert atmosphere;100%
4-ethoxycarbonylpiperazine
120-43-4

4-ethoxycarbonylpiperazine

4-aminobenzamide
2835-68-9

4-aminobenzamide

4-(4-carbamoyl-phenyl-diazenyl)-piperazine-1-carboxylic acid ethyl ester

4-(4-carbamoyl-phenyl-diazenyl)-piperazine-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite In water for 0.5h; cooling;
Stage #2: 4-ethoxycarbonylpiperazine In water for 0.5h;
99%
4-aminobenzamide
2835-68-9

4-aminobenzamide

2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

N-[4-(aminocarbonyl)phenyl]-3-nitrobenzamide
331240-86-9

N-[4-(aminocarbonyl)phenyl]-3-nitrobenzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h;99%
N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide
92-74-0

N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide

4-aminobenzamide
2835-68-9

4-aminobenzamide

C.I. Pigment Red 170

C.I. Pigment Red 170

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; acetic acid; sodium nitrite In water at 3 - 5℃; for 1.16667h;
Stage #2: N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide With phenol AS-OL; sodium hydroxide In ethanol at 30 - 80℃; for 0.166667h;
Stage #3: at 15 - 20℃; for 0.833333h;
99%
Stage #1: 4-aminobenzamide With hydrogenchloride; acetic acid In water for 1h;
Stage #2: With sodium nitrite In water at 0℃; for 1h;
Stage #3: N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide With sodium hydroxide In water at 100℃; for 2h;
3,5-dimethylphenyl iodide
22445-41-6

3,5-dimethylphenyl iodide

4-aminobenzamide
2835-68-9

4-aminobenzamide

4-amino-N-(3,5-dimethylphenyl)benzamide
97042-52-9

4-amino-N-(3,5-dimethylphenyl)benzamide

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane at 110℃; for 23h;98%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 23h;98%
4-aminobenzamide
2835-68-9

4-aminobenzamide

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

4-((bis(cyclohexylamino)methylene)amino)benzamide
1383815-21-1

4-((bis(cyclohexylamino)methylene)amino)benzamide

Conditions
ConditionsYield
With zinc(II) oxide In toluene at 80℃; for 8h;98%
4-aminobenzamide
2835-68-9

4-aminobenzamide

benzyl chloroformate
501-53-1

benzyl chloroformate

4-(benzyloxycarbonylamino)benzamide
500545-36-8

4-(benzyloxycarbonylamino)benzamide

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran at 0℃;97%
4-aminobenzamide
2835-68-9

4-aminobenzamide

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

benzaldehyde
100-52-7

benzaldehyde

4-(1,2,3,4,5,6,7,8-octahydro-1,8-dioxo-9-phenylacridin-10(9H)-yl)benzamide

4-(1,2,3,4,5,6,7,8-octahydro-1,8-dioxo-9-phenylacridin-10(9H)-yl)benzamide

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide for 1.5h; Reflux;97%
4-aminobenzamide
2835-68-9

4-aminobenzamide

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-(1,2,3,4,5,6,7,8-octahydro-9-(4-nitrophenyl)-1,8-dioxoacridin-10(9H)-yl)benzamide

4-(1,2,3,4,5,6,7,8-octahydro-9-(4-nitrophenyl)-1,8-dioxoacridin-10(9H)-yl)benzamide

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide for 1.5h; Reflux;97%
4-aminobenzamide
2835-68-9

4-aminobenzamide

3,5-dimethylphenyl benzenesulfonate
61019-00-9

3,5-dimethylphenyl benzenesulfonate

4-((3,5-dimethylphenyl)amino)benzamide

4-((3,5-dimethylphenyl)amino)benzamide

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; XPhos In tert-butyl alcohol at 110℃; for 3h;96%
115 mg (96%)
4-aminobenzamide
2835-68-9

4-aminobenzamide

benzaldehyde
100-52-7

benzaldehyde

4-(N-benzylamino)benzamide

4-(N-benzylamino)benzamide

Conditions
ConditionsYield
With (2,6-dichlorophenyl)bis(2,3,5,6-tetrafluorophenyl)borane; hydrogen In tetrahydrofuran at 100℃; under 60804.1 Torr; for 15h; Sealed tube; Molecular sieve; Autoclave; Green chemistry;96%
With cobalt(II) phthalocyanine; diphenylsilane In ethanol at 70℃; for 12h; chemoselective reaction;85%
3-fluoro-4-nitropyridine N-oxide
769-54-0

3-fluoro-4-nitropyridine N-oxide

4-aminobenzamide
2835-68-9

4-aminobenzamide

3-((4-carbamoylphenyl)amino)4-nitropyridine 1-oxide

3-((4-carbamoylphenyl)amino)4-nitropyridine 1-oxide

Conditions
ConditionsYield
In ethanol for 8h; Reflux;96%
4-aminobenzamide
2835-68-9

4-aminobenzamide

2-bromo-1-[3,5-di(trifluoromethyl)phenyl]ethan-1-one
131805-94-2

2-bromo-1-[3,5-di(trifluoromethyl)phenyl]ethan-1-one

4-(4-[3,5-bis(trifluoromethyl)phenyl]oxazol-2-yl)aniline

4-(4-[3,5-bis(trifluoromethyl)phenyl]oxazol-2-yl)aniline

Conditions
ConditionsYield
In ethanol for 0.166667h; Microwave irradiation;96%
formaldehyd
50-00-0

formaldehyd

4-aminobenzamide
2835-68-9

4-aminobenzamide

1,3-diaminopentane
589-37-7

1,3-diaminopentane

C27H38N10O2

C27H38N10O2

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: formaldehyd; 1,3-diaminopentane With sodium hydrogencarbonate In water for 0.5h; pH=7; cooling;
95%
4-aminobenzamide
2835-68-9

4-aminobenzamide

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

dimedone
126-81-8

dimedone

4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-[(4-nitrophenylacridine-10(9H)-yl)])benzamide

4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-[(4-nitrophenylacridine-10(9H)-yl)])benzamide

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide for 1.5h; Reflux;95%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

4-aminobenzamide
2835-68-9

4-aminobenzamide

(E)‑4‑((4‑hydroxy‑3,5‑dimethylphenyl)diazenyl)benzamide

(E)‑4‑((4‑hydroxy‑3,5‑dimethylphenyl)diazenyl)benzamide

Conditions
ConditionsYield
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.75h;
Stage #2: 2.6-dimethylphenol With sodium hydroxide In water at 0 - 5℃; for 1.25h; Alkaline conditions;
95%
bis-(dimethylamino)methane
51-80-9

bis-(dimethylamino)methane

4-aminobenzamide
2835-68-9

4-aminobenzamide

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

4-(1,5,3-dithiazepan-3-yl)benzamide

4-(1,5,3-dithiazepan-3-yl)benzamide

Conditions
ConditionsYield
Stage #1: bis-(dimethylamino)methane; ethane-1,2-dithiol In ethanol; chloroform for 0.5h;
Stage #2: 4-aminobenzamide With samarium(III) nitrate hexahydrate In ethanol; chloroform at 70℃; for 24h;
95%

2835-68-9Relevant articles and documents

The reduction of aromatic nitro groups on solid supports using sodium hydrosulfite (Na2S2O4)

Scheuerman,Tumelty

, p. 6531 - 6535 (2000)

An improved method for reducing aromatic nitro compounds on solid-phase supports using sodium hydrosulfite is presented. Conditions have been optimized to enable the use of this reagent for reductions on both polyethyleneglycol-polystyrene (PEG) resins an

RhNPs/SBA-NH2: A high-performance catalyst for aqueous phase reduction of nitroarenes to aminoarenes at room temperature

Ganji, Saidulu,Enumula, Siva Sankar,Marella, Ravi Kumar,Rao, Kamaraju Seetha Rama,Burri, David Raju

, p. 1813 - 1819 (2014)

A RhNPs/SBA-NH2 catalyst with 2) as support, rhodium acetyl acetonate as a Rh precursor and sodium borohydride (NaBH4) as a re

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter

supporting information, p. 133 - 146 (2021/11/04)

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex

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Paragraph 0015, (2021/04/17)

The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.

Ni2P Nanoalloy as an Air-Stable and Versatile Hydrogenation Catalyst in Water: P-Alloying Strategy for Designing Smart Catalysts

Fujita, Shu,Yamaguchi, Sho,Yamasaki, Jun,Nakajima, Kiyotaka,Yamazoe, Seiji,Mizugaki, Tomoo,Mitsudome, Takato

supporting information, p. 4439 - 4446 (2021/02/09)

Non-noble metal-based hydrogenation catalysts have limited practical applications because they exhibit low activity, require harsh reaction conditions, and are unstable in air. To overcome these limitations, herein we propose the alloying of non-noble metal nanoparticles with phosphorus as a promising strategy for developing smart catalysts that exhibit both excellent activity and air stability. We synthesized a novel nickel phosphide nanoalloy (nano-Ni2P) with coordinatively unsaturated Ni active sites. Unlike conventional air-unstable non-noble metal catalysts, nano-Ni2P retained its metallic nature in air, and exhibited a high activity for the hydrogenation of various substrates with polar functional groups, such as aldehydes, ketones, nitriles, and nitroarenes to the desired products in excellent yields in water. Furthermore, the used nano-Ni2P catalyst was easy to handle in air and could be reused without pretreatment, providing a simple and clean catalyst system for general hydrogenation reactions.

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