Product Name

  • Name

    N-Methylbenzene-1,2-diamine

  • EINECS 225-297-6
  • CAS No. 4760-34-3
  • Article Data78
  • CAS DataBase
  • Density 1.098 g/cm3
  • Solubility
  • Melting Point 22 °C(lit.)
  • Formula C7H10N2
  • Boiling Point 252.4 °C at 760 mmHg
  • Molecular Weight 122.17
  • Flash Point 122.4 °C
  • Transport Information
  • Appearance YELLOW TO RED TO VERY DARK BROWN LIQUID
  • Safety 26-36
  • Risk Codes 20/21/22-36/38-36/37/38
  • Molecular Structure Molecular Structure of 4760-34-3 (N-Methylbenzene-1,2-diamine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 1,2-Benzenediamine,N-methyl- (9CI);o-Phenylenediamine, N-methyl- (6CI,7CI,8CI);2-(Methylamino)aniline;2-Amino-N-methylaniline;N-Methyl-1,2-benzenediamine;N-Methyl-1,2-diaminobenzene;N-Methyl-1,2-phenylenediamine;N-Methyl-o-diaminobenzene;N-Methyl-o-phenylenediamine;
  • PSA 38.05000
  • LogP 1.96470

Synthetic route

2-nitro-N-methylaniline
612-28-2

2-nitro-N-methylaniline

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 0.5h;98%
With palladium 10% on activated carbon; hydrogen In methanol; ethanol at 20℃; under 3102.97 Torr; for 16h; Inert atmosphere;98%
With iron; acetic acid at 60℃; for 1h;91%
methanol
67-56-1

methanol

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

1,2-diamino-benzene

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With C12H16IrN4O2(1+)*BF4(1-); potassium hydroxide at 120℃; for 5h; Irradiation; Inert atmosphere; Sealed tube;91%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

C

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With lead(II) nitrate at 169.85℃; for 0.5h;A 88%
B n/a
C n/a
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
at 110℃; for 12h; Inert atmosphere; Molecular sieve;77%
at 110℃; for 12h; Inert atmosphere; Molecular sieve;77%
With zeolite NaY for 2h; Heating;75%
NaY-faujasite zeolite for 5h; Heating / reflux;
With aluminum 1,4-benzenedicarboxylate at 170℃; for 8h;
methyl-2,1,3-benzothiadiazolium hydrogen sulphate

methyl-2,1,3-benzothiadiazolium hydrogen sulphate

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With water74%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

methyl iodide
74-88-4

methyl iodide

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h;61%
With methanol
N-methyl-N-(2-vinylphenyl)amine
5339-28-6

N-methyl-N-(2-vinylphenyl)amine

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;60%
1-methyl-4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one
58876-61-2

1-methyl-4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one

A

3-phenyl-4H-isoxazol-5-one
1076-59-1

3-phenyl-4H-isoxazol-5-one

B

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol Ambient temperature;A 40%
B 25%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Ambient temperature;A 40%
B 25%
1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With sodium amide; naphthalene-1,8-diamine In xylene at 120 - 130℃; for 3h;38%
carbon dioxide
124-38-9

carbon dioxide

phenylsilane
694-53-1

phenylsilane

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

1,2-diamino-benzene

A

benzoimidazole
51-17-2

benzoimidazole

B

C14H14N2OSi

C14H14N2OSi

C

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate at 50℃; under 750.075 Torr; for 8h; Time; Temperature; Pressure;A 20%
B 35%
C n/a
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

1-methyl-2-benzimidazolone
1849-01-0

1-methyl-2-benzimidazolone

C

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

D

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With lead acetate at 159.85℃; for 1h;A n/a
B n/a
C n/a
D 6%
With lead(II) nitrate at 159.85℃; for 1h; Product distribution; Further Variations:; Reagents; Reaction partners; Temperatures;
1-methyl-1H-benzo[d][1,2,3]triazole
13351-73-0

1-methyl-1H-benzo[d][1,2,3]triazole

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With ammonium bromide; ammonia; sodium
1-(N-methyl-N-4-toluenesulfonylamino)-2-(N-4-toluenesulfonylamino)benzene
205642-00-8

1-(N-methyl-N-4-toluenesulfonylamino)-2-(N-4-toluenesulfonylamino)benzene

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With sulfuric acid
1-[bis-(toluene-4-sulfonyl)-amino]-2-[methyl-(toluene-4-sulfonyl)-amino]-benzene
496968-35-5

1-[bis-(toluene-4-sulfonyl)-amino]-2-[methyl-(toluene-4-sulfonyl)-amino]-benzene

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With sulfuric acid
methanol
67-56-1

methanol

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

1,2-diamino-benzene

methyl iodide
74-88-4

methyl iodide

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1,2-dimethyl-1H-benzimidazole
2876-08-6

1,2-dimethyl-1H-benzimidazole

bromobenzene
108-86-1

bromobenzene

A

acetophenone
98-86-2

acetophenone

B

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With hydrogenchloride; lithium In diethyl ether; toluene for 4h; Product distribution; 4h 20 grad C, 1h reflux;
4,5-Dihydro-2-<(2-aminophenyl)methylamino>-4-oxo-3-furancarboxylic acid ethyl ester
152645-44-8

4,5-Dihydro-2-<(2-aminophenyl)methylamino>-4-oxo-3-furancarboxylic acid ethyl ester

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With sodium carbonate Heating;
10-methyl-isoalloxazine
4074-58-2

10-methyl-isoalloxazine

aqueous NaOH

aqueous NaOH

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
at 150℃;
1-methyl-1H-benzo[d][1,2,3]triazole
13351-73-0

1-methyl-1H-benzo[d][1,2,3]triazole

ammonia
7664-41-7

ammonia

sodium

sodium

NH4Br

NH4Br

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

hydrogenchloride
7647-01-0

hydrogenchloride

N-nitroso N-methyl-N-(2-nitroaniline)
89937-90-6

N-nitroso N-methyl-N-(2-nitroaniline)

tin dichloride

tin dichloride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

hydrogenchloride
7647-01-0

hydrogenchloride

N-nitroso N-methyl-N-(2-nitroaniline)
89937-90-6

N-nitroso N-methyl-N-(2-nitroaniline)

tin

tin

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

N-nitroso N-methyl-N-(2-nitroaniline)
89937-90-6

N-nitroso N-methyl-N-(2-nitroaniline)

zinc dust

zinc dust

acetate alcohol

acetate alcohol

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

hydrogenchloride
7647-01-0

hydrogenchloride

N-nitroso N-ethyl-N-(2-nitroaniline)
64918-60-1

N-nitroso N-ethyl-N-(2-nitroaniline)

tin dichloride

tin dichloride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

hydrogenchloride
7647-01-0

hydrogenchloride

N-nitroso N-ethyl-N-(2-nitroaniline)
64918-60-1

N-nitroso N-ethyl-N-(2-nitroaniline)

tin

tin

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

N-nitroso N-ethyl-N-(2-nitroaniline)
64918-60-1

N-nitroso N-ethyl-N-(2-nitroaniline)

zinc dust

zinc dust

acetic acid alcohol

acetic acid alcohol

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / methanol; H2O / Heating
2: 98 percent / H2 / Pd/C / methanol / 0.5 h / 20 °C
View Scheme
2-nitrophenyl isocyanate
3320-86-3

2-nitrophenyl isocyanate

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 82 percent / Et3N / CH2Cl2 / Ambient temperature
2: 86 percent / K2CO3 / dimethylformamide / 0.25 h / 60 - 70 °C
3: 59 percent / cyclohexene / 10percent Pd/C / ethanol / Heating
4: 7percent aq. Na2CO3 / Heating
View Scheme
4,5-Dihydro-2-<(2-nitrophenyl)amino>-4-oxo-3-furancarboxylic acid ethyl ester
152645-34-6

4,5-Dihydro-2-<(2-nitrophenyl)amino>-4-oxo-3-furancarboxylic acid ethyl ester

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / K2CO3 / dimethylformamide / 0.25 h / 60 - 70 °C
2: 59 percent / cyclohexene / 10percent Pd/C / ethanol / Heating
3: 7percent aq. Na2CO3 / Heating
View Scheme
4,5-Dihydro-2-<(2-nitrophenyl)methylamino>-4-oxo-3-furancarboxylic acid ethyl ester
152645-39-1

4,5-Dihydro-2-<(2-nitrophenyl)methylamino>-4-oxo-3-furancarboxylic acid ethyl ester

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59 percent / cyclohexene / 10percent Pd/C / ethanol / Heating
2: 7percent aq. Na2CO3 / Heating
View Scheme
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-(4-bromophenyl)-1-methyl-1H-benzo[d]imidazole
2751-84-0

2-(4-bromophenyl)-1-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With oxygen; cetylpyridinium bromide In water at 20℃; for 0.75h;100%
With dodecatungstosilic acid In ethyl acetate at 20℃; for 0.5h;99%
3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2,4-di-tert-butyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2,4-di-tert-butyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In benzene for 2h; Reflux;100%
In methanol for 16h;71%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

3-(adamantan-1-yl)-2-hydroxy-5-methylbenzaldehyde
231963-91-0

3-(adamantan-1-yl)-2-hydroxy-5-methylbenzaldehyde

2-(adamantan-1-yl)-4-methyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2-(adamantan-1-yl)-4-methyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In benzene for 2h; Reflux;100%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

3,5-dichlorosalicyclaldehyde
90-60-8

3,5-dichlorosalicyclaldehyde

2,4-dichloro-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2,4-dichloro-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 2h;100%
3,5-Dibromosalicylaldehyde
90-59-5

3,5-Dibromosalicylaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2,4-dibromo-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2,4-dibromo-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 2h;100%
3,5-diodosalicylaldehyde
2631-77-8

3,5-diodosalicylaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2,4-diiodo-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2,4-diiodo-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 2h;100%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

5-chlorosalicyclaldehyde
635-93-8

5-chlorosalicyclaldehyde

4-chloro-2-(((2-(methylamino)phenyl)imino)methyl)phenol

4-chloro-2-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 2h;100%
2-methoxy-3-methylbenzaldehyde
824-42-0

2-methoxy-3-methylbenzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-methyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

2-methyl-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 2h;100%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

1-methyl-2-(2-nitrophenyl)-2,3-dihydrobenzimidazole
3717-99-5

1-methyl-2-(2-nitrophenyl)-2,3-dihydrobenzimidazole

Conditions
ConditionsYield
In methanol for 1h; Heating;99.5%
With ethanol
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

1-methyl-2-(trifluoromethyl)-1H-benzo[d]imidazole
384-46-3

1-methyl-2-(trifluoromethyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
at 70℃; for 16h;99%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

hydroxymethyl JandaJelTM resin-bound 4-CF3-Ph ester

hydroxymethyl JandaJelTM resin-bound 4-CF3-Ph ester

1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole

1-methyl-2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
Stage #1: N-methyl-1,2-phenylenediamine With trimethylaluminum chloride In toluene at 0 - 20℃;
Stage #2: hydroxymethyl JandaJelTM resin-bound 4-CF3-Ph ester In toluene for 24h; Heating; Further stages.;
99%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

1-methyl-2-(2-nitrophenyl)-1H-benzo[d]imidazole
60418-14-6

1-methyl-2-(2-nitrophenyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With dodecatungstosilic acid In ethyl acetate at 20℃; for 0.0833333h;99%
With Oxone In water; N,N-dimethyl-formamide at 20℃;80%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-(4-chlorophenyl)-1-methyl-1H-benzo[d]imidazole
2622-72-2

2-(4-chlorophenyl)-1-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With dodecatungstosilic acid In ethyl acetate at 20℃; for 0.333333h;99%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

benzylamine
100-46-9

benzylamine

1-methyl-2-phenylbenzimidazole
2622-63-1

1-methyl-2-phenylbenzimidazole

Conditions
ConditionsYield
With 4-tert-butyl-5-methoxy-1,2-benzoquinone; oxygen; toluene-4-sulfonic acid In acetonitrile at 60℃; for 24h; Schlenk technique;99%
With sulfur In neat (no solvent) at 140℃; for 16h; Inert atmosphere;85%
With C8H7NO3; copper(ll) bromide In water; isopropyl alcohol at 45℃; for 24h; Green chemistry;85%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-methyl-2-phenylbenzimidazole
2622-63-1

1-methyl-2-phenylbenzimidazole

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water at 445℃; under 187519 Torr; for 0.00277778h; Supercritical conditions;99%
With water In 1-methyl-pyrrolidin-2-one at 400℃; under 187519 Torr; for 0.000491667h; Flow reactor; Green chemistry;> 99 %Chromat.
3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
771-03-9

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

4-Hydroxy-6-methyl-3-{1-[(E)-2-methylamino-phenylimino]-ethyl}-pyran-2-one
84859-29-0

4-Hydroxy-6-methyl-3-{1-[(E)-2-methylamino-phenylimino]-ethyl}-pyran-2-one

Conditions
ConditionsYield
In methanol98%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

3-amino propanoic acid
107-95-9

3-amino propanoic acid

2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethanamine dihydrochloride
138078-14-5

2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethanamine dihydrochloride

Conditions
ConditionsYield
Stage #1: N-methyl-1,2-phenylenediamine; 3-amino propanoic acid With hydrogenchloride In water for 96h; Reflux;
Stage #2: In ethanol; water at 8℃; for 24h;
97%
With hydrogenchloride for 100h; Heating;70%
benzaldehyde
100-52-7

benzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-methyl-2-phenylbenzimidazole
2622-63-1

1-methyl-2-phenylbenzimidazole

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide Reflux;97%
With Ag2CO3/celite In ethanol at 70℃; for 3h;94%
In water; N,N-dimethyl-formamide at 80℃;90%
N-(Benzyloxycarbonyl)glycine
1138-80-3

N-(Benzyloxycarbonyl)glycine

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

N-[2-(N-methylamino)phenyl]-2-[(phenylmethoxy)carbonylamino]ethanamide
696605-24-0

N-[2-(N-methylamino)phenyl]-2-[(phenylmethoxy)carbonylamino]ethanamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 6h;97%
3,5-Pyridinedicarboxylic acid
499-81-0

3,5-Pyridinedicarboxylic acid

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

pyridine-3,5-bis(1-methyl-benzimidazole-2-yl)
887372-51-2

pyridine-3,5-bis(1-methyl-benzimidazole-2-yl)

Conditions
ConditionsYield
With polyphosphoric acid at 100 - 200℃; for 26h;97%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

N-tert-butyl-1-methyl-1H-benzo[d]imidazol-2-amine
41039-11-6

N-tert-butyl-1-methyl-1H-benzo[d]imidazol-2-amine

Conditions
ConditionsYield
With oxygen; palladium diacetate In 2-methyltetrahydrofuran at 75℃; for 2h; Molecular sieve;97%
With dipotassium peroxodisulfate; sodium acetate; cobalt(II) diacetate tetrahydrate In 1,4-dioxane at 100℃; for 18h;87%
With tert.-butylhydroperoxide; sodium carbonate; cobalt acetylacetonate In 1,4-dioxane at 75℃; for 1h; Sonication;69%
With cobalt(II) acetate; potassium carbonate In acetonitrile at 80℃; for 24h; Sealed tube;44%
carbon dioxide
124-38-9

carbon dioxide

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

Conditions
ConditionsYield
With dimethylamine borane; potassium carbonate In ethanol; water under 15001.5 Torr; for 18h; Catalytic behavior; Autoclave;97%
With tris(pentafluorophenyl)borate; phenylsilane In tetrahydrofuran at 120℃; under 7500.75 Torr; for 24h; Autoclave;95%
With dimethylamine borane In water at 100℃; under 18751.9 Torr; for 24h; Heating; Green chemistry;94%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-(N-benzenesulfonylamino)-2-(N-benzenesulfonyl-N-methylamino)benzene

1-(N-benzenesulfonylamino)-2-(N-benzenesulfonyl-N-methylamino)benzene

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 4.5h;96%
glycolic Acid
79-14-1

glycolic Acid

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

(1-methyl-1H-benzimidazol-2-yl)methanol
7467-35-8

(1-methyl-1H-benzimidazol-2-yl)methanol

Conditions
ConditionsYield
With hydrogenchloride In water at 130℃; Sealed tube;96%
With phosphoric acid at 130℃; for 3h;76%
With hydrogenchloride Heating;
Stage #1: glycolic Acid; N-methyl-1,2-phenylenediamine With hydrogenchloride In water at 95℃; for 12h; Phillips cyclocondensation; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In water Saturated solution;
With hydrogenchloride In water at 65 - 100℃; for 5h;
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

Conditions
ConditionsYield
With hydrogenchloride In water at 150℃; for 0.0333333h; Microwave irradiation;96%
With zinc(II) acetate dihydrate In neat (no solvent) at 120℃; under 7600.51 Torr; for 18h; Autoclave; Inert atmosphere; Green chemistry;95%
With phenylsilane at 120℃; for 12h;31%
With Triethoxysilane; carbon dioxide; tris(pentafluorophenyl)borate at 120℃; for 24h;94 %Spectr.
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

2-chloro-3-(dichlorophosphino)-2,3-dihydro-1-methyl-1H-1,3,2-benzodiazaphosphole

2-chloro-3-(dichlorophosphino)-2,3-dihydro-1-methyl-1H-1,3,2-benzodiazaphosphole

Conditions
ConditionsYield
With phosphorus trichloride 1) ether, 0.5 h, room temperature, 2) reflux, 36 h;95.7%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-methyl-2-(4-nitrophenyl)-1H-benzimidazole
3718-03-4

1-methyl-2-(4-nitrophenyl)-1H-benzimidazole

Conditions
ConditionsYield
With dodecatungstosilic acid In ethyl acetate at 20℃; for 0.0833333h;95%
With oxygen; cetylpyridinium bromide In water at 20℃; for 1.75h;95%
With p-toluenesulfonic acid adsorbed on silica gel at 60 - 70℃; for 0.0833333h;77%
With ethanol
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

C23H22N2O4

C23H22N2O4

Conditions
ConditionsYield
With pyridine In dichloromethane for 12h; Acylation;95%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

1-methyl-2-p-tolyl-1H-benzoimidazole
2620-78-2

1-methyl-2-p-tolyl-1H-benzoimidazole

Conditions
ConditionsYield
With dodecatungstosilic acid In ethyl acetate at 20℃; for 0.5h;95%
With palladium 10% on activated carbon In dodecane; N,N-dimethyl acetamide at 120℃; for 14h; Inert atmosphere;80%

N-Methylbenzene-1,2-diamine Chemical Properties

The Molecular formula of N-METHYL-o-PHENYLENEDIAMINE (4760-34-3):C7H10N  
The Molecular Weight of N-METHYL-o-PHENYLENEDIAMINE (4760-34-3):122.17
The Molecular Structure of N-METHYL-o-PHENYLENEDIAMINE (4760-34-3) is:
Density:1.098 g/cm3 
Melting point:22 °C(lit.) 
Boiling point:52.4 °C at 760 mmHg
Flash point:122.4 °C   
Index of Refraction:1.64
Molar Refractivity:40.09 cm3   
Molar Volume:111.1 cm3 
Polarizability:15.89 10-24cm3 
Surface Tension:47.5 dyne/cm
Enthalpy of Vaporization:48.98 kJ/mol
Vapour Pressure:0.0193 mmHg at 25°
Appearance:yellow to red to very dark brown liquid
IUPAC Name: 1-N-methylbenzene-1,2-diamine
Synonyms: N-METHYL-2-PHENYLENEDIAMINE ; N-METHYL-1,2-PHENYLENEDIAMINE ; N-METHYL-1,2-BENZENEDIAMINE ; 2-(methylamino)aniline ; 2-amino-n-methylaniline ; n-methyl-2-benzenediamine ; n-methyl-o-phenylenediamin ; N-METHYL-O-PHENYLENEDIAMINE
 
 

N-Methylbenzene-1,2-diamine Uses

It's used as a medicine and dye intermediates.

N-Methylbenzene-1,2-diamine Toxicity Data With Reference

1.    

mma-sat 2500 µg/plate

    FCTOD7    Food and Chemical Toxicology. 23 (1985),695.

N-Methylbenzene-1,2-diamine Consensus Reports

Reported in EPA TSCA Inventory.

N-Methylbenzene-1,2-diamine Safety Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
 

Hazard Codes:Xn,Xi
Risk Statements
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
WGK Germany:3
RTECS:ST2770000
 

 

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