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95-54-5 Usage

Chemical Description

o-Phenylenediamine is a chemical compound with the formula C6H4(NH2)2.

Chemical Description

o-Phenylenediamine is a diamine with primary amino groups.

Check Digit Verification of cas no

The CAS Registry Mumber 95-54-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 95-54:
(4*9)+(3*5)+(2*5)+(1*4)=65
65 % 10 = 5
So 95-54-5 is a valid CAS Registry Number.
InChI:InChI:1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2

95-54-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (P1805)  1,2-Phenylenediamine [for Biochemical Research]  >98.0%(GC)(T)

  • 95-54-5

  • 1g

  • 290.00CNY

  • Detail
  • TCI America

  • (P1805)  1,2-Phenylenediamine [for Biochemical Research]  >98.0%(GC)(T)

  • 95-54-5

  • 5g

  • 890.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 25g

  • 110.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 100g

  • 250.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 500g

  • 690.00CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 25g

  • 176.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 250g

  • 378.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 1000g

  • 1009.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 5000g

  • 4220.0CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-5G

  • 338.13CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-100G

  • 382.59CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-500G

  • 1,089.27CNY

  • Detail

95-54-5SDS

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 1,2-phenylenediamine

1.2 Other means of identification

Product number -
Other names ik3

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:95-54-5 SDS

95-54-5Synthetic route

2-nitro-aniline
88-74-4

2-nitro-aniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With hydrazine hydrate at 90℃; for 1.16667h; chemoselective reaction;100%
With hydrazine hydrate In ethanol; water at 80℃; for 3h; chemoselective reaction;100%
With sodium tetrahydroborate In water for 0.116667h; Kinetics; Catalytic behavior; Reagent/catalyst;100%
N-(2-aminophenyl)acetamide
34801-09-7

N-(2-aminophenyl)acetamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium hydroxide In ethanol Reagent/catalyst; Cooling with ice;99.98%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;99%
With sodium tetrahydroborate In water at 90℃;99%
With hydrazine hydrate In ethanol at 20℃; for 4h; chemoselective reaction;98%
1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;99%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;92%
With ammonium hydroxide In water at 20℃; for 12h; Green chemistry;92%
With ammonia; water; copper(II) sulfate at 180 - 190℃;
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube;100 %Spectr.
o-azidoaniline
1005-07-8

o-azidoaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium chloride; zinc In ethanol; water at 20℃;98%
5-chloro-2-nitroaniline
1635-61-6

5-chloro-2-nitroaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;97%
With palladium on activated charcoal; hydrogen In ethanol; ethyl acetate at 20℃; under 760.051 Torr; for 5h;
5-bromo-2-nitroaniline
5228-61-5

5-bromo-2-nitroaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;96%
benzofurazan oxide
480-96-6

benzofurazan oxide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction;95%
With ammonium sulfate; sodium tetrahydroborate In ethanol for 0.583333h; Ambient temperature;86%
With ammonium sulfate; magnesium In methanol Ambient temperature;80%
benzo[1,2,5]thiadiazole
273-13-2, 22706-22-5

benzo[1,2,5]thiadiazole

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With sodium tetrahydroborate; cobalt(II) chloride In ethanol for 3h; Heating;95%
With methanol; samarium diiodide In tetrahydrofuran at 20℃; for 0.25h;88%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube; chemoselective reaction;95%
Multi-step reaction with 2 steps
1: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 45 °C / Inert atmosphere; Sealed tube
2: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 80 °C / Inert atmosphere; Sealed tube
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 36h; liquid NH3;94%
With 8-quinolinol; caesium carbonate; nickel dichloride for 0.216667h; Microwave irradiation;36%
With ammonium hydroxide; copper(l) iodide; 1,10-Phenanthroline; sodium carbonate at 100℃; for 10h;34%
1,2-Diiodobenzene
615-42-9

1,2-Diiodobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;94%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 110℃; for 14h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;92%
2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
2479-64-3

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.5h; Schlenk technique;93%
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium hydroxide; 1,10-Phenanthroline; copper(I) bromide at 150℃; under 45004.5 Torr; for 1h; Reagent/catalyst; Temperature; Pressure; Autoclave;90.6%
With ammonia; 2Pd(2+)*2C16H14N2O2(2-) In ethylene glycol at 160℃; under 1500.15 Torr; for 10h; Autoclave; Inert atmosphere;80%
With copper(l) iodide; ammonia; triphenylphosphine at 85 - 100℃; under 37503.8 - 45004.5 Torr; for 10h; Pressure; Autoclave;2%
With ammonia; copper; copper dichloride at 150℃;
With ammonium hydroxide; potassium phosphate; Cu0.18Bi0.88O0.88I1.06 In ethanol; water at 80℃; for 20h; Inert atmosphere; Green chemistry;100 %Chromat.
2-aminophenylboronic acid
5570-18-3

2-aminophenylboronic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 13h;89%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;89%
1-(2-nitrobenzene)-2-phenyldiazene
29530-39-0

1-(2-nitrobenzene)-2-phenyldiazene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 24h; Inert atmosphere;88%
2-Nitro-2'-methoxy-5'-methyl-azobenzol
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

Cresidine
120-71-8

Cresidine

C

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Conditions
ConditionsYield
With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis;A n/a
B n/a
C 83%
3-(2-aminophenylamino)-N,N-dimethylpropionamide

3-(2-aminophenylamino)-N,N-dimethylpropionamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Imidazole hydrochloride at 150℃; for 4h;83%
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;82%
2-chloroquinoxaline
1448-87-9

2-chloroquinoxaline

acetophenone
98-86-2

acetophenone

A

2-phenylfuro<2,3-b>quinoxaline
37052-98-5

2-phenylfuro<2,3-b>quinoxaline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 24h;A 82%
B n/a
(2-amino-phenyl)carbamic acid benzyl ester
22706-01-0

(2-amino-phenyl)carbamic acid benzyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;81%
3-(2-aminophenylamino)-N,N-diethylpropionamide

3-(2-aminophenylamino)-N,N-diethylpropionamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;81%
2,2,2',2'-Tetramethyl-N,N'-(phen-1,2-ylen)bis
93142-62-2

2,2,2',2'-Tetramethyl-N,N'-(phen-1,2-ylen)bis

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With hydrogenchloride at 70℃; for 12h; Inert atmosphere;80%
o-azidonitrobenzene
1516-58-1

o-azidonitrobenzene

A

2-nitro-aniline
88-74-4

2-nitro-aniline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: o-azidonitrobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 4h; Irradiation;
A 20%
B 80%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

A

2-nitro-aniline
88-74-4

2-nitro-aniline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: 1,2-Dinitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.25h; Inert atmosphere; Green chemistry;
Stage #2: In water at 20℃; for 0.75h; Inert atmosphere; Green chemistry;
A 78%
B 15%
With sodium tetrahydroborate; water at 0 - 20℃; for 24h;A 24%
B 53%
With titanium dioxide In ethanol for 1.5h; Irradiation; Green chemistry;A 55 %Chromat.
B 30 %Chromat.
2-bromoaniline
615-36-1

2-bromoaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;72%
With ammonia; palladium diacetate; sodium t-butanolate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;89 %Chromat.
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

3-nitro-aniline
99-09-2

3-nitro-aniline

Conditions
ConditionsYield
With potassium hydroxide; hydrogen In isopropyl alcohol at 82.85℃; for 3h;A 16%
B 71%
2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

A

anthranilic acid
118-92-3

anthranilic acid

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;A 71%
B 21%
1,2-bis-(p-methylphenylsulfonamido)-benzene
49633-28-5

1,2-bis-(p-methylphenylsulfonamido)-benzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With perchloric acid; acetic acid for 1h; Heating;70%
2,3-dichloroquinoxaline
2213-63-0

2,3-dichloroquinoxaline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

5,12-dihydroquinoxalino[2,3-b]quinoxaline
531-46-4, 55977-58-7

5,12-dihydroquinoxalino[2,3-b]quinoxaline

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Reflux;100%
Heating;95.7%
With sodium chloride at 120 - 130℃;
With ethylene glycol
pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-carbamoyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide
6275-81-6

N-carbamoyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide

Conditions
ConditionsYield
With water at 20℃; for 1h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
In water at 80℃; for 1h;75%
With water
In water at 20℃; for 10h;0.228 g
indole-2,3-dione
91-56-5

indole-2,3-dione

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

indophenazine
243-59-4

indophenazine

Conditions
ConditionsYield
In 1,4-dioxane for 0.25h; Heating;100%
In acetic acid for 0.1h; Microwave irradiation;97%
With acetic acid Sealed tube; Microwave irradiation;95%
furil
492-94-4

furil

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-di-furan-2-yl-quinoxaline
57490-73-0

2,3-di-furan-2-yl-quinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;100%
With silica supported 12-tungstophosphoric acid nanoparticles In ethyl acetate at 20℃; for 0.00416667h;99%
at 120℃; for 0.666667h; Green chemistry;99%
oxalic acid
144-62-7

oxalic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

quinoxaline-2,3-dione
15804-19-0

quinoxaline-2,3-dione

Conditions
ConditionsYield
at 150℃; for 8h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
With water for 0.05h; microwave irradiation;99%
With hydrogenchloride In water at 100℃; for 0.333333h;98%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(4-chlorophenyl)benzimidazole
1019-85-8

2-(4-chlorophenyl)benzimidazole

Conditions
ConditionsYield
With sodium hydrogensulfite In N,N-dimethyl acetamide at 100℃; for 2h;100%
With copper(II) particles immobilized on nanosilica thiolated dendritic polymer In ethyl acetate at 50℃; for 0.25h; Catalytic behavior; Solvent; Temperature; Time; Reagent/catalyst;100%
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 0.1h; Microwave irradiation;99%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N1,N2-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene
50521-79-4

N1,N2-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene

Conditions
ConditionsYield
In methanol for 3h;100%
In methanol for 3h;99%
With ethanol
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Phenazin
92-82-0

Phenazin

Conditions
ConditionsYield
In water at 210℃; for 0.25h; Microwave irradiation;100%
at 200℃;
at 200 - 210℃; in geschlossenen Rohr;
With potassium dichromate; acetic acid for 24h; Reflux;
4,4'-dichlorobenzil
3457-46-3

4,4'-dichlorobenzil

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-bis(4-chlorophenyl)quinoxaline
138476-26-3

2,3-bis(4-chlorophenyl)quinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;100%
With amberlyst-15 In water at 70℃; for 0.2h;99%
With magnesium hydrogen sulfate In ethanol at 20℃; for 0.25h;98%
dimethylglyoxal
431-03-8

dimethylglyoxal

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-dimethylquinoxaline
2379-55-7

2,3-dimethylquinoxaline

Conditions
ConditionsYield
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
With amberlyst-15 In water at 70℃; for 0.3h;99%
With silica-supported stannous chloride In methanol at 20℃; for 0.0333333h;99%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzo[a]phenazin-5-ol
2089-82-9

benzo[a]phenazin-5-ol

Conditions
ConditionsYield
at 70℃; for 0.25h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane In ethanol91%
With acetic acid at 20℃; for 24h;88%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzil
134-81-6

benzil

2,3-diphenylquinoxaline
1684-14-6

2,3-diphenylquinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In acetonitrile at 20℃; for 0.0833333h; Reactivity; Solvent; Time; Concentration;100%
With PEG-400 at 110℃; for 0.166667h; Neat (no solvent);100%
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

Conditions
ConditionsYield
for 4h; Reflux;100%
at 70℃; for 16h;99%
at 70℃; for 0.5h; Microwave irradiation;99.9%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

phenylboronic acid
98-80-6

phenylboronic acid

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
2479-64-3

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

Conditions
ConditionsYield
at 40℃; for 1h;100%
In toluene for 2h; Reflux;92%
In toluene stirring mixt. of diamine deriv. and phenylboric acid in toluene for 2 hat reflux; filtration, washing with petroleum ether, NMR;92%
isonipecotic acid
498-94-2

isonipecotic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(4-piperidinyl)-1H-benzimidazole
38385-95-4

2-(4-piperidinyl)-1H-benzimidazole

Conditions
ConditionsYield
Stage #1: isonipecotic acid; 1,2-diamino-benzene at 190℃; for 14h;
Stage #2: isonipecotic acid; 1,2-diamino-benzene With phosphoric acid
100%
With PPA at 100℃; for 2h;92%
With PPA at 180℃; for 2h;85%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzoimidazole
51-17-2

benzoimidazole

Conditions
ConditionsYield
Stage #1: orthoformic acid triethyl ester at 20℃; for 0.25h;
Stage #2: 1,2-diamino-benzene at 20℃; for 3h;
100%
With aminosulfonic acid In methanol at 20℃; for 1h;98%
iodine In acetonitrile at 20℃; for 0.25h;98%
cyclopentanone
120-92-3

cyclopentanone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-cyclopentano-3,4-dihydro-5H-4-spirocyclopentano-1,5-benzodiazepine
41526-78-7

2,3-cyclopentano-3,4-dihydro-5H-4-spirocyclopentano-1,5-benzodiazepine

Conditions
ConditionsYield
With mesoporous aluminosilicate MCM-41(14) at 100℃; for 1h;100%
With ytterbium(III) triflate at 20℃; for 4h;99%
With octadecafluorodecahydronaphthalene (cis+trans) at 60℃; for 2h;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

3-methyl-2-oxo-1,2-dihydroquinoxaline
14003-34-0

3-methyl-2-oxo-1,2-dihydroquinoxaline

Conditions
ConditionsYield
In ethanol for 4h; Heating;100%
In ethanol at 20℃; for 4h;100%
In butan-1-ol for 1h; Reflux;97%
perfluoropropylene
116-15-4

perfluoropropylene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(α-hydro-tetrafluoroethyl)benzimidazole
41185-74-4

2-(α-hydro-tetrafluoroethyl)benzimidazole

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide100%
With diethylamine In ethyl acetate at 7 - 12℃; for 1.25 - 2.5h;85%
In ethyl acetate at 75℃; under 3000.3 - 9750.98 Torr; for 18h; Solvent; Autoclave;75%
phenylene-1,2-diisothiocyanate
71105-17-4

phenylene-1,2-diisothiocyanate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1-(2-aminoanilino-thiocarbonyl)-benzimidazolidine-2-thione
75644-27-8

1-(2-aminoanilino-thiocarbonyl)-benzimidazolidine-2-thione

Conditions
ConditionsYield
for 1h; Solid phase reaction; cyclization; addition;100%
In cyclohexane for 2h; Ambient temperature;83%
4-p-bromobenzoyl-5-methoxycarbonyl-1-phenyl-2,3-dihydro-2,3-pyrroledione
113416-34-5

4-p-bromobenzoyl-5-methoxycarbonyl-1-phenyl-2,3-dihydro-2,3-pyrroledione

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-phenyl-3-p-bromobenzoyl-4-methoxycarbonyl-3H-1,5-benzodiazepine-2-carboxamide
120642-38-8

N-phenyl-3-p-bromobenzoyl-4-methoxycarbonyl-3H-1,5-benzodiazepine-2-carboxamide

Conditions
ConditionsYield
In chloroform for 0.166667h; Ambient temperature;100%
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate
56429-60-8

2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-Ethyl-1H-benzoimidazole; compound with perchloric acid
138118-62-4

2-Ethyl-1H-benzoimidazole; compound with perchloric acid

B

salicylamide
65-45-2

salicylamide

Conditions
ConditionsYield
at 100℃; for 0.0833333h;A 100%
B n/a
ethyl 4-isothiocyanato-1-piperidinecarboxylate
73733-70-7

ethyl 4-isothiocyanato-1-piperidinecarboxylate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate
73733-81-0

ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate

Conditions
ConditionsYield
In ethanol Ambient temperature;100%
In ethanol
In ethanol at 20℃;
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate
53700-46-2

(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Michael addition;100%
for 0.0833333h; microwave irradiation;90%
In methanol Heating;
at 20℃; for 0.0833333h; Milling;
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-ethoxy-carbonylmethyl-4H-3,1-benzoxazin-4-one
129533-41-1

2-ethoxy-carbonylmethyl-4H-3,1-benzoxazin-4-one

2-(2'-carboxyphenylamino)-3,4,5-trihydro-1,5-benzdiazepin-4(1H)-one

2-(2'-carboxyphenylamino)-3,4,5-trihydro-1,5-benzdiazepin-4(1H)-one

Conditions
ConditionsYield
In diethyl ether for 0.5h; Ambient temperature;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene
161868-74-2

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

C34H46N3O2P

C34H46N3O2P

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%

95-54-5Relevant articles and documents

Catalytic effect of alloxazinium and isoalloxazinium salts on oxidation of sulfides with hydrogen peroxide in micellar media

Cibulka, Radek,Baxova, Lenka,Dvorakova, Hana,Hampl, Frantisek,Menova, Petra,Mojr, Viktor,Plancq, Baptiste,Serkan, Sayin

, p. 973 - 993 (2009)

Three novel amphiphilic alloxazinium salts were prepared: 3-dodecyl-5-ethyl-7,8,10-trimethylisoalloxazinium perchlorate (1c), 1-dodecyl-5-ethyl-3-methylalloxazinium perchlorate (2b), and 3-dodecyl-5-ethyl-l-methylalloxazinium perchlorate (2c). Their catalytic activity in thioanisole (3) oxidation with hydrogen peroxide was investigated in micelles of sodium dodecylsulfate (SDS), hexadecyltrimethylammonium nitrate (CTANO3) and Brij 35. Reaction rates were strongly dependent on the catalyst structure, on the type of micelles, and on pH value. Alloxazinium salts 2 were more effective catalysts than isoalloxazinium salts 1. Due to the contribution of micellar catalysis, the vcat/vo ratio of the catalyzed and non-catalyzed reaction rates was almost 80 with salt 2b solubilized in CTANO3 micelles. Nevertheless, the highest acceleration was observed with non-amphiphilic 5-ethyl-1,3-dimethylalloxazinium perchlorate (2a) in CTANO3 micelles (vcat/vo = 134). In this case, salt 2a presumably acts as a phase-transfer catalyst bringing hydrogen peroxide from the aqueous phase into the micelle interior. Synthetic applicability of the investigated catalytic systems was verified on semipreparative scale.

-

Imaizumi et al.

, p. 1507 (1978)

-

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

, 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.

Surface Roughness Effects of Pd-loaded Magnetic Microspheres on Reduction Kinetics of Nitroaromatics

An, Seonghwi,Manivannan, Shanmugam,Viji, Mayavan,Shim, Min Suk,Hwang, Byeong Hee,Kim, Kyuwon

supporting information, p. 894 - 899 (2021/05/06)

Metal nanoparticles decoration on magnetically active semiconductor materials is a common strategy to improve the colloidal stability, catalyst harvesting, and reuse. In this study, a surfactant-free solvothermal method followed by a heat treatment to pre

Silver nanoparticles supported on P, Se-codoped g-C3N4 nanosheet as a novel heterogeneous catalyst for reduction of nitroaromatics to their corresponding amines

Elhampour, Ali,Heravi, Majid M.,Nemati, Firouzeh,Piri, Mohadese

, (2021/06/21)

P, Se-codoped g-C3N4 (PSeCN) nanosheet was in situ prepared by facile thermal polymerization of melamine, phosphonitrilic chloride trimer, and selenium black powder as the precursors. It was found as a suitable support for the immobilization of silver nanoparticles (Ag NPs). The prepared nanocatalyst was fully characterized via standard analysis methods including EDX, ICP-OES, XRD, FT-IR, SEM, TEM, and BET. This PSeCN/Ag nanocatalyst with a higher specific surface area compared with CN, showed excellent catalytic activity towards the reduction of several nitroaromatic compounds using sodium borohydride (NaBH4) in short reaction times with high efficiency and good selectivity in water as a green solvent. Significantly, the above-mentioned nanocomposite could be reused six times without appreciable loss of its catalytic activity.

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