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635-22-3

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635-22-3 Usage

Uses

Intermediate in the manufacture of azo dyes, pharmaceuticals, and other organic compounds.

Hazard

Toxic by ingestion and inhalation.

Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. Skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx and Cl-.

Check Digit Verification of cas no

The CAS Registry Mumber 635-22-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 5 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 635-22:
(5*6)+(4*3)+(3*5)+(2*2)+(1*2)=63
63 % 10 = 3
So 635-22-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H5ClN2O2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H,8H2

635-22-3SDS

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-Chloro-3-nitroaniline

1.2 Other means of identification

Product number -
Other names 4-Chloro-3-nitrobenzenamine

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:635-22-3 SDS

635-22-3Synthetic route

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Conditions
ConditionsYield
With isopropyl alcohol; potassium hydroxide for 0.166667h; Microwave irradiation; regioselective reaction;98%
With isopropyl alcohol; potassium hydroxide for 0.366667h; Microwave irradiation; chemoselective reaction;95%
With potassium hydroxide; nickel-incorporated hexagonal mesoporous aluminophosphate In isopropyl alcohol at 82.84℃; for 3h;88%
4-chloro-aniline
106-47-8

4-chloro-aniline

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Conditions
ConditionsYield
With sodium nitrate; sulfuric acid at 0 - 5℃; for 3h;94%
With sulfuric acid; guanidine nitrate at 0 - 5℃; for 1h;75%
With sulfuric acid; nitric acid
durch Nitrierung;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-azido-3-nitro-4-chlorobenzene
13243-32-8

1-azido-3-nitro-4-chlorobenzene

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

1,1-dimethylethyl 4-chloro-3-nitrophenylcarbamate

1,1-dimethylethyl 4-chloro-3-nitrophenylcarbamate

Conditions
ConditionsYield
With Decaborane; palladium on activated charcoal In methanol at 20℃; for 3h;A 68%
B 30%
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

H2NC6H3(Cl)NO2
6283-25-6

H2NC6H3(Cl)NO2

Conditions
ConditionsYield
With hydrogen; iron; acetic acid; palladium dichloride In ethanol at 20 - 25℃; under 258.6 - 2327.2 Torr;A n/a
B 61%
With benzophenone; triethylamine In isopropyl alcohol for 2h; Product distribution; Irradiation;A 18%
B n/a
With hydrogenchloride; ethanol; tin(ll) chloride
4-chloro-aniline
106-47-8

4-chloro-aniline

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

4-Chloro-2-nitroaniline
89-63-4

4-Chloro-2-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -20℃;
chloroform
67-66-3

chloroform

acetic acid-(2,4,N-trichloro-anilide)
112160-74-4

acetic acid-(2,4,N-trichloro-anilide)

3-nitro-aniline
99-09-2

3-nitro-aniline

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

acetic acid-(2,4,N-trichloro-anilide)
112160-74-4

acetic acid-(2,4,N-trichloro-anilide)

3-nitro-aniline
99-09-2

3-nitro-aniline

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Conditions
ConditionsYield
With chloroform
sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

4-chloro-aniline
106-47-8

4-chloro-aniline

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

acid

acid

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

H2NC6H3(Cl)NO2
6283-25-6

H2NC6H3(Cl)NO2

Conditions
ConditionsYield
Electrolysis;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

alkali

alkali

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

H2NC6H3(Cl)NO2
6283-25-6

H2NC6H3(Cl)NO2

Conditions
ConditionsYield
Electrolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

tin dichloride

tin dichloride

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

2-chloro-6-nitroaniline
769-11-9

2-chloro-6-nitroaniline

methanol
67-56-1

methanol

chlorine
7782-50-5

chlorine

3-nitro-aniline
99-09-2

3-nitro-aniline

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

2,4,6-trichloro-3-nitro-aniline
62406-71-7

2,4,6-trichloro-3-nitro-aniline

C

2-nitro-4-amino-1,5-dichlorobenzene
34033-44-8

2-nitro-4-amino-1,5-dichlorobenzene

acetic acid
64-19-7

acetic acid

3-nitro-aniline
99-09-2

3-nitro-aniline

calcium hypochlorite

calcium hypochlorite

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

2,4,6-trichloro-3-nitro-aniline
62406-71-7

2,4,6-trichloro-3-nitro-aniline

C

2,6-dichloro-3-nitroaniline
13785-48-3

2,6-dichloro-3-nitroaniline

D

2,4-dichloro-3-nitroaniline
129825-24-7

2,4-dichloro-3-nitroaniline

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

4-chloro-aniline
106-47-8

4-chloro-aniline

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

4-Chloro-2-nitroaniline
89-63-4

4-Chloro-2-nitroaniline

Conditions
ConditionsYield
at -20℃;
3-nitro-aniline
99-09-2

3-nitro-aniline

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

2.4-dichloro-3-nitro-aniline, 2.6-dichloro-3-nitro-aniline and 2.4.6-trichloro-3-nitro-aniline

2.4-dichloro-3-nitro-aniline, 2.6-dichloro-3-nitro-aniline and 2.4.6-trichloro-3-nitro-aniline

Conditions
ConditionsYield
With calcium hypochlorite; acetic acid at 40 - 60℃;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

A

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

B

4-chloro-1,3-phenylenediamine
5131-60-2

4-chloro-1,3-phenylenediamine

C

H2NC6H3(Cl)NO2
6283-25-6

H2NC6H3(Cl)NO2

D

m-phenylenediamine
108-45-2

m-phenylenediamine

Conditions
ConditionsYield
With hydrogen; Pt/γ-Fe2O3 nanocomposite In methanol at 29.84℃; under 75.0075 Torr; Product distribution;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

N-(4-chloro-3-nitrophenyl)acetamide
5540-60-3

N-(4-chloro-3-nitrophenyl)acetamide

Conditions
ConditionsYield
With acetic anhydride In diethyl ether; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran100%
With acetic anhydride In diethyl ether; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran96%
Acetylieren;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

3-chloro-3-oxopropanoic acid methyl ester
37517-81-0

3-chloro-3-oxopropanoic acid methyl ester

N-(4-chloro-3-nitro-phenyl)-malonamic acid methyl ester
852312-59-5

N-(4-chloro-3-nitro-phenyl)-malonamic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-(4-chloro-3-nitrophenyl)-3-(trifluoromethyl)benzamide
1001341-80-5

N-(4-chloro-3-nitrophenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 6h;100%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

N-(4-chloro-3-nitrophenyl)cyclohexanecarboxamide
458554-50-2

N-(4-chloro-3-nitrophenyl)cyclohexanecarboxamide

Conditions
ConditionsYield
Stage #1: 4-Chloro-3-nitroaniline; cyclohexanylcarbonyl chloride With pyridine In dichloromethane at 20℃; for 18h;
Stage #2: With hydrogenchloride In dichloromethane; water
100%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Cyclobutanecarbonyl chloride
5006-22-4

Cyclobutanecarbonyl chloride

N-(3-amino-4-chlorophenyl)cyclobutanecarboxamide

N-(3-amino-4-chlorophenyl)cyclobutanecarboxamide

Conditions
ConditionsYield
Stage #1: 4-Chloro-3-nitroaniline; Cyclobutanecarbonyl chloride With pyridine In dichloromethane at 0 - 20℃; for 1h;
Stage #2: With potassium carbonate In methanol; water
Stage #3: With hydrogen; Raney nickel In methanol under 760.051 Torr; for 18h;
100%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Cyclobutanecarbonyl chloride
5006-22-4

Cyclobutanecarbonyl chloride

C11H11ClN2O3
1286584-86-8

C11H11ClN2O3

Conditions
ConditionsYield
Stage #1: 4-Chloro-3-nitroaniline; Cyclobutanecarbonyl chloride With pyridine In dichloromethane at 0 - 20℃; for 1h;
Stage #2: With potassium carbonate In methanol; water for 0.5h;
100%
With pyridine In dichloromethane at 0 - 20℃; for 1h;
formaldehyd
50-00-0

formaldehyd

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

sodium methylate
124-41-4

sodium methylate

(4-Chloro-3-nitro-phenyl)-methoxymethyl-amine
129367-46-0

(4-Chloro-3-nitro-phenyl)-methoxymethyl-amine

Conditions
ConditionsYield
97%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1,1-dimethylethyl 4-chloro-3-nitrophenylcarbamate

1,1-dimethylethyl 4-chloro-3-nitrophenylcarbamate

Conditions
ConditionsYield
In ethanol at 50℃; for 72h;96%
In tetrahydrofuran for 12h; Reflux;78%
In tetrahydrofuran for 20h; Reflux;78%
NH-pyrazole
288-13-1

NH-pyrazole

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

3-nitro-4-(1H-pyrazol-1-yl)aniline

3-nitro-4-(1H-pyrazol-1-yl)aniline

Conditions
ConditionsYield
With D-galacturonic acid; potassium carbonate; copper(I) bromide In water; dimethyl sulfoxide at 80 - 100℃; Inert atmosphere; Green chemistry;96%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

acetic anhydride
108-24-7

acetic anhydride

N-(4-chloro-3-nitrophenyl)acetamide
5540-60-3

N-(4-chloro-3-nitrophenyl)acetamide

Conditions
ConditionsYield
With nickel dichloride at 20℃; for 0.166667h; Neat (no solvent);95%
With sulfuric acid for 2h; Heating;81%
In dichloromethane at 20℃; for 2h;80%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

N-(4-chloro-3-nitro-phenyl)-oxalamic acid ethyl ester

N-(4-chloro-3-nitro-phenyl)-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane95%
With triethylamine In dichloromethane at 20℃;
With triethylamine In dichloromethane at 20℃;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-chloro-1,3-phenylenediamine
5131-60-2

4-chloro-1,3-phenylenediamine

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 20℃; for 0.0333333h; Catalytic behavior;95%
With sodium tetrahydroborate In water at 20℃; for 0.5h; chemoselective reaction;91%
With sodium tetrahydroborate; water; nickel at 20℃; for 2.5h;90%
With hydrogen In ethanol at 80℃; under 15001.5 Torr; for 7h; Catalytic behavior; chemoselective reaction;
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

2-acetyl-5-chlorothiophene
6310-09-4

2-acetyl-5-chlorothiophene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

C17H12Cl2N2O3S2
1037752-15-0

C17H12Cl2N2O3S2

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;94.2%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

para-chloroacetophenone
99-91-2

para-chloroacetophenone

benzaldehyde
100-52-7

benzaldehyde

MWW6021

MWW6021

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;94.1%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

sodium methansulfinate
20277-69-4

sodium methansulfinate

1-(4-chloro-3-nitrophenyl)-2-(methylsulfonyl)diazene

1-(4-chloro-3-nitrophenyl)-2-(methylsulfonyl)diazene

Conditions
ConditionsYield
Stage #1: 4-Chloro-3-nitroaniline With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 1.08333h;
Stage #2: sodium methansulfinate In dichloromethane at 0 - 20℃;
94%
Stage #1: 4-Chloro-3-nitroaniline With tetrafluoroboric acid In water for 0.25h;
Stage #2: With sodium nitrite In water at 0℃; for 0.5h;
Stage #3: sodium methansulfinate In dichloromethane at 0 - 20℃;
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

2-Acetyl-5-bromothiophene
5370-25-2

2-Acetyl-5-bromothiophene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

C17H12BrClN2O3S2
1037752-13-8

C17H12BrClN2O3S2

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;92.6%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

N-(4-chloro-3-nitrophenyl)methanesulfonamide
135937-15-4

N-(4-chloro-3-nitrophenyl)methanesulfonamide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 24h;92%
With pyridine In tetrahydrofuran for 24h;92%
With pyridine for 4h; Ambient temperature;
With pyridine In tetrahydrofuran at 20℃; for 12h;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

α-chloro-N-(m-nitro-p-chlorophenyl)acetamide

α-chloro-N-(m-nitro-p-chlorophenyl)acetamide

Conditions
ConditionsYield
In toluene for 3h; Heating;92%
With triethylamine In dichloromethane at 0 - 20℃;80%
With triethylamine In dichloromethane at 0 - 20℃;80%
With triethylamine In dichloromethane at 0 - 20℃; for 20h;
With triethylamine In ethanol at 0 - 90℃; for 3h;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-sulfanylphenol
637-89-8

4-sulfanylphenol

4-(4-amino-2-nitro-phenylsulfanyl)-phenol
530135-26-3

4-(4-amino-2-nitro-phenylsulfanyl)-phenol

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 100℃; for 16h;92%
With potassium carbonate In ethanol for 6h; Heating;5%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

benzaldehyde
100-52-7

benzaldehyde

C21H16ClFN2O3
1037752-06-9

C21H16ClFN2O3

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;91.5%
2-Acetyl-5-bromothiophene
5370-25-2

2-Acetyl-5-bromothiophene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

benzaldehyde
100-52-7

benzaldehyde

C19H14BrClN2O3S
1037751-94-2

C19H14BrClN2O3S

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;91%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-(pyridin-4-yl)benzaldehyde
99163-12-9

4-(pyridin-4-yl)benzaldehyde

triethyl phosphite
122-52-1

triethyl phosphite

diethyl (4-chloro-3-nitrophenylamino)(4-(pyridine-4-yl)phenyl)methylphosphonate
1356925-26-2

diethyl (4-chloro-3-nitrophenylamino)(4-(pyridine-4-yl)phenyl)methylphosphonate

Conditions
ConditionsYield
With poly(ethylene glycol)sulfonic acid In toluene at 40 - 50℃; for 2.5h; Kabachnik-Fields reaction;91%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-chloro-6-(pentylthio)-1H-pyrazolo[3,4-d]pyrimidine

4-chloro-6-(pentylthio)-1H-pyrazolo[3,4-d]pyrimidine

N-(4-chloro-3-nitrophenyl)-6-(pentylthio)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

N-(4-chloro-3-nitrophenyl)-6-(pentylthio)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Conditions
ConditionsYield
In ethanol at 80℃; for 2h;91%
In ethanol at 80℃; for 2h;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

thiophene-2-carbonyl isothiocyanate
68967-37-3

thiophene-2-carbonyl isothiocyanate

N-(4-chloro-3-nitrophenyl)-N'-(thiophene-2-carbonyl)thiocarbamide

N-(4-chloro-3-nitrophenyl)-N'-(thiophene-2-carbonyl)thiocarbamide

Conditions
ConditionsYield
at 27℃; for 2h;91%
furfural
98-01-1

furfural

2-Acetyl-5-bromothiophene
5370-25-2

2-Acetyl-5-bromothiophene

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

C17H12BrClN2O4S
1037752-22-9

C17H12BrClN2O4S

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;90%
furfural
98-01-1

furfural

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

C19H14ClFN2O4
1037752-07-0

C19H14ClFN2O4

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 50℃; Mannich reaction;90%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid
4442-54-0

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid

N-(4-chloro-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

N-(4-chloro-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: 4-Chloro-3-nitroaniline With pyridine In dichloromethane at 20℃; for 3h;
90%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

potassium thioacyanate
333-20-0

potassium thioacyanate

acetyl chloride
75-36-5

acetyl chloride

1-acetyl-3-(4-chloro-3-nitrophenyl)thiourea

1-acetyl-3-(4-chloro-3-nitrophenyl)thiourea

Conditions
ConditionsYield
Stage #1: potassium thioacyanate; acetyl chloride In water; acetone for 3h;
Stage #2: 4-Chloro-3-nitroaniline In water; acetone for 5h; Reflux;
90%

635-22-3Relevant articles and documents

Biomass Sucrose-Derived Cobalt@Nitrogen-Doped Carbon for Catalytic Transfer Hydrogenation of Nitroarenes with Formic Acid

Yuan, Man,Long, Yu,Yang, Jin,Hu, Xiwei,Xu, Dan,Zhu, Yangyang,Dong, Zhengping

, p. 4156 - 4165 (2018/11/01)

Fabrication of non-noble metal-based heterogeneous catalysts by a facile and cost-effective strategy for ecofriendly catalytic transfer hydrogenation (CTH) is of great significance for organic transformations. A cobalt@nitrogen-doped carbon (Co@NC) catalyst was prepared from renewable biomass-derived sucrose, harmless melamine, and earth-abundant Co(AcO)2 as the precursor materials by hydrothermal treatment and carbonization. Co nanoparticles (NPs) were coated with NC shells and uniformly embedded in the NC framework. The as-obtained Co@NC-600 (carbonized at 600 °C) catalyst exhibited excellent catalytic efficiency for CTH of various functionalized nitroarenes with formic acid (FA) as hydrogen donor in aqueous solution. The uniformly incorporated N atoms in the C matrix and the encapsulated Co NPs showed synergistic effects in the CTH reactions. A mechanistic analysis indicated that the protons from FA were activated by Co sites after being captured by N atoms, and then reacted with nitroarenes adsorbed on the surface of the catalysts to generate the corresponding aromatic amines. Moreover, the catalyst showed excellent durability and reusability without obvious decrease in activity even after five reaction cycles. Thus, the study reported herein provides a cost-effective, sustainable strategy for fabrication of biomass-derived non-noble metal-based catalysts for green and efficient catalytic transformations.

Platinum nanoparticles onto pegylated poly(lactic acid) stereocomplex for highly selective hydrogenation of aromatic nitrocompounds to anilines

Oberhauser, Werner,Evangelisti, Claudio,Tiozzo, Cristina,Bartoli, Mattia,Frediani, Marco,Passaglia, Elisa,Rosi, Luca

, p. 50 - 58 (2017/03/16)

A stereocomplexed poly(lactic acid)-polyethyleneglycol copolymer was synthesized and successfully used as recyclable support for Pt nanoparticles, generated by the metal vapor synthesis technique. The confinement of the Pt nanoparticles were determined by thermal analysis. Hydrogenation reactions of chlorinated aromatic nitro compounds, containing other reducible functional groups, to the corresponding anilines occurred with the latter supported Pt nanoparticles in MeOH under very mild reaction conditions (i.e. 30?°C, p(H2)?=?5.0?bar). The covalently attached polyethyleneglycol polymer significantly increased the catalytic activity of the supported Pt nanoparticles compared to an analogous catalytic system which did not contain polyethyleneglycol but the same sized Pt nanoparticles.

Gold supported on titania for specific monohydrogenation of dinitroaromatics in the liquid phase

Liu, Shuang-Shuang,Liu, Xiang,Yu, Lei,Liu, Yong-Mei,He, He-Yong,Cao, Yong

, p. 4162 - 4169 (2014/09/29)

Liquid-phase selective monohydrogenation of various substituted dinitroaromatics to the corresponding valuable nitroanilines was investigated on gold-based catalysts. Special attention was paid to the effect of Au particle size on this monoreduction reaction. Interestingly, TiO2 supported gold catalysts containing a relatively larger mean Au particle size (>5 nm) showed far superior chemoselectivity for specific mono-hydrogenation of dinitroaromatics, with the highest performance attainable for the catalyst bearing Au particles of ca. 7.5 nm. Results in the intermolecular competitive hydrogenation showed that the intrinsic higher accumulation rates of the desired nitroanilines associated with the catalyst possessing larger Au particles were responsible for the high chemoselectivity observed. the Partner Organisations 2014.

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