Product Name

  • Name

    N-Methyl-1,2-benzenediamine dihydrochloride

  • EINECS 246-655-8
  • CAS No. 25148-68-9
  • Density
  • Solubility water: >=10 g/100 mL at 23 °C
  • Melting Point 191 °C
  • Formula C7H10N2.2(HCl)
  • Boiling Point 252.4 °C at 760 mmHg
  • Molecular Weight 195.092
  • Flash Point 122.4 °C
  • Transport Information
  • Appearance redish powder
  • Safety 24/25
  • Risk Codes R22; R36/37/38
  • Molecular Structure Molecular Structure of 25148-68-9 (N-Methyl-1,2-benzenediamine dihydrochloride)
  • Hazard Symbols Xn,Xi
  • Synonyms 1,2-Benzenediamine,N-methyl-, dihydrochloride (9CI);o-Phenylenediamine, N-methyl-,dihydrochloride (8CI);1-Amino-2-methylaminobenzene dihydrochloride;N-Methyl-1,2-diaminobenzenedihydrochloride;N-Methyl-o-phenylenediamine dihydrochloride;N-methyl-O-phenylenediamine 2HCL;
  • PSA 38.05000
  • LogP 3.56870

Synthetic route

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
152628-03-0

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With methanesulfonic acid In i-Amyl alcohol at 130 - 135℃; for 18h; Temperature; Solvent; Reagent/catalyst;93%
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With PPA at 70 - 135℃; for 13.5h;
Stage #2: With ammonia In water at 30 - 90℃; for 1h; pH=8.0 - 8.5;		77.4%
With PPA at 150℃; for 20h;5.86 g
With polyphosphoric acid at 150℃; for 14h;
glycolic Acid
79-14-1

glycolic Acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

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

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

Conditions
ConditionsYield
In water for 1.5h; Reflux;90%
In water Reflux;
glycolic Acid
79-14-1

glycolic Acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-chloromethyl-1-methyl-1H-benzimidazole
4760-35-4

2-chloromethyl-1-methyl-1H-benzimidazole

Conditions
ConditionsYield
Stage #1: glycolic Acid; N-methylbenzene-1,2-diamine dihydrochloride With hydrogenchloride In water Reflux;
Stage #2: With thionyl chloride for 3h;		90%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-(4-fluorophenyl)-1-methyl-1H-benzo[d]imidazole
724-59-4

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

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With triethylamine In o-xylene; para-xylene; m-xylene at 120℃; for 0.5h; Green chemistry;
Stage #2: 4-fluorobenzaldehyde With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide In o-xylene; para-xylene; m-xylene at 120℃; for 10h; Green chemistry;		87%
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
99199-60-7

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-(6-fluoro-3,4-dihydro-2H-chroman-2-yl)-1-methyl-1H-benzimidazole

2-(6-fluoro-3,4-dihydro-2H-chroman-2-yl)-1-methyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride In water for 6h; Heating;83%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-(benzo[d]isoxazol-3-yl)acetic acid
4865-84-3

2-(benzo[d]isoxazol-3-yl)acetic acid

2-((benzo[d]isoxazol-3-yl)methyl)-1-methyl-1H-benzimidazole
854019-04-8

2-((benzo[d]isoxazol-3-yl)methyl)-1-methyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;83%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

1,1‑bis(1‑methyl‑benzoimidazol‑2‑ylmethyl)cyclohexane

1,1‑bis(1‑methyl‑benzoimidazol‑2‑ylmethyl)cyclohexane

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid; N-methylbenzene-1,2-diamine dihydrochloride With phosphoric acid at 180℃; for 6h;
Stage #2: With sodium hydroxide In water pH=7 - 8;		83%
2-(2-carboxyphenyl)benzimidazole
16529-06-9

2-(2-carboxyphenyl)benzimidazole

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-[2-(benzimidazol-2-yl)phenyl]-1-methylbenzimidazole

2-[2-(benzimidazol-2-yl)phenyl]-1-methylbenzimidazole

Conditions
ConditionsYield
With phosphoric acid at 180℃; for 4h;83%
2-acetoxybenzaldehyde
5663-67-2

2-acetoxybenzaldehyde

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

A

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

1,2-dimethyl-1H-benzimidazole

B

1-Acetyl-2-(2-hydroxyphenyl)-3-methylbenzimidazolin
97272-83-8

1-Acetyl-2-(2-hydroxyphenyl)-3-methylbenzimidazolin

Conditions
ConditionsYield
In pyridine 1.) 2 h, room temperature, 2.) 16 h, 44 deg C;A n/a
B 80%
...Expand
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

chelidamic acid
138-60-3

chelidamic acid

bis(2,6-bis(1'-methylbenzimidazolyl)-4-hydroxypyridine)

bis(2,6-bis(1'-methylbenzimidazolyl)-4-hydroxypyridine)

Conditions
ConditionsYield
With phosphoric acid78%
2,3-diaminephenazine
655-86-7

2,3-diaminephenazine

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

5,14-dihydro-5,7,12,14-tetraazapentacene
111076-33-6

5,14-dihydro-5,7,12,14-tetraazapentacene

Conditions
ConditionsYield
With hydrogenchloride; sodium chloride In water at 320℃; for 0.0833333h;77%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

3-(1-methyl-1H-benzimidazol-2-yl)propan-1-ol
116040-91-6

3-(1-methyl-1H-benzimidazol-2-yl)propan-1-ol

Conditions
ConditionsYield
In hydrogenchloride71%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-Hydroxyphenylacetic acid
614-75-5

2-Hydroxyphenylacetic acid

2-(2'-hydroxybenzyl)-N-methylbenzimidazole
123771-27-7

2-(2'-hydroxybenzyl)-N-methylbenzimidazole

Conditions
ConditionsYield
With hydrogenchloride for 75h; Heating;70%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

1,2-bis(N-methylbenzimidazol-2'-yl)benzene
178814-07-8

1,2-bis(N-methylbenzimidazol-2'-yl)benzene

Conditions
ConditionsYield
With polyphosporic acid at 200℃; for 4h;70%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-chloromethyl-1-methyl-1H-benzimidazole
4760-35-4

2-chloromethyl-1-methyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride; chloroacetic acid for 8h; Reflux;70%
With sodium hydroxide; chloroacetic acid In hydrogenchloride
3,3'-Iminodipropionitrile
111-94-4

3,3'-Iminodipropionitrile

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

N,N-bis<2-(1'-methyl-2'-benzimidazolyl)ethyl>amine
131296-87-2

N,N-bis<2-(1'-methyl-2'-benzimidazolyl)ethyl>amine

Conditions
ConditionsYield
With hydrogenchloride for 100h; Heating;67%
4-tert-Butylbenzaldehyde
939-97-9

4-tert-Butylbenzaldehyde

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-(4-(tert-butyl)phenyl)-1-methyl-1H-benzo[d]imidazole
1437793-93-5

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

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With triethylamine In o-xylene; para-xylene; m-xylene at 120℃; for 0.5h; Green chemistry;
Stage #2: 4-tert-Butylbenzaldehyde With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide In o-xylene; para-xylene; m-xylene at 120℃; for 10h; Green chemistry;		64%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

chloroacetic acid
79-11-8

chloroacetic acid

2-chloromethyl-1-methyl-1H-benzimidazole
4760-35-4

2-chloromethyl-1-methyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride for 18h; Heating;61%
In water Reflux;
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

iminodiacetic acid
142-73-4

iminodiacetic acid

N,N-bis((1-methylbenzimidazol-2-yl)methyl)amine
152037-48-4

N,N-bis((1-methylbenzimidazol-2-yl)methyl)amine

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating;61%
N-butyryl-4-amino-3-methyl-5-nitrobenzoic acid
959987-48-5

N-butyryl-4-amino-3-methyl-5-nitrobenzoic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

N-(2-aminophenyI)-4-(butyramido)-N,3-dimethyl-5-nitrobenzamide
959987-49-6

N-(2-aminophenyI)-4-(butyramido)-N,3-dimethyl-5-nitrobenzamide

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With pyridine In dichloromethane at 20℃;
Stage #2: N-butyryl-4-amino-3-methyl-5-nitrobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran; dichloromethane		61%
isophthalic acid
121-91-5

isophthalic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene
141045-26-3

1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene

Conditions
ConditionsYield
With phosphoric acid at 200℃; for 4h;60%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

1-methoxy-2-(1-methyl-1H-benzimidazol-2-yl)benzene
155228-12-9

1-methoxy-2-(1-methyl-1H-benzimidazol-2-yl)benzene

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With triethylamine In o-xylene; para-xylene; m-xylene at 120℃; for 0.5h; Green chemistry;
Stage #2: ortho-anisaldehyde With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide In o-xylene; para-xylene; m-xylene at 120℃; for 10h; Green chemistry;		60%
3,3'-<(propane-1,3-diyl)bis(thio)>bis
5065-18-9

3,3'-<(propane-1,3-diyl)bis(thio)>bis

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

1,7-bis(N-methyl-1H-benzimidazol-2-yl)-2,6-dithiaheptane
92462-67-4

1,7-bis(N-methyl-1H-benzimidazol-2-yl)-2,6-dithiaheptane

Conditions
ConditionsYield
In hydrogenchloride for 17h; Ambient temperature;50%
4-(2-carboxyethyl)-4-nitroheptanedioic acid
59085-15-3

4-(2-carboxyethyl)-4-nitroheptanedioic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

Tris<2-(1-methylbenzimidazol-2-yl)ethyl>nitromethane

Tris<2-(1-methylbenzimidazol-2-yl)ethyl>nitromethane

Conditions
ConditionsYield
With hydrogenchloride for 20h; Heating;50%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1-methyl-2-(o-tolyl)-1H-benzo[d]imidazole
31815-61-9

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

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With triethylamine In o-xylene; para-xylene; m-xylene at 120℃; for 0.5h; Green chemistry;
Stage #2: 2-methylphenyl aldehyde With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide In o-xylene; para-xylene; m-xylene at 120℃; for 10h; Green chemistry;		50%
N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

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

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

Conditions
ConditionsYield
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride With triethylamine In o-xylene; para-xylene; m-xylene at 120℃; for 0.5h; Green chemistry;
Stage #2: 4-bromo-benzaldehyde With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide In o-xylene; para-xylene; m-xylene at 120℃; for 10h; Green chemistry;		49%
2-bromo-3,4,5-tri-methoxybenzaldehyde
35274-53-4

2-bromo-3,4,5-tri-methoxybenzaldehyde

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2-(2-bromo-3,4,5-trimethoxyphenyl)-1-methyl-1H-benzoimidazole
1444017-99-5

2-(2-bromo-3,4,5-trimethoxyphenyl)-1-methyl-1H-benzoimidazole

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 20℃; for 24h; Inert atmosphere;48%
1H-1,2,3-triazole-4,5-dicarboxylic acid
4546-95-6

1H-1,2,3-triazole-4,5-dicarboxylic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

1-methyl-2-(3H-[1,2,3]triazol-4-yl)-1H-benzoimidazole
1389396-26-2

1-methyl-2-(3H-[1,2,3]triazol-4-yl)-1H-benzoimidazole

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃;43%
1H-1,2,3-triazole-4,5-dicarboxylic acid
4546-95-6

1H-1,2,3-triazole-4,5-dicarboxylic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

5-(1-methyl-1H-benzo[d]imidazol-2-yl)-3H-1,2,3-triazole-4-carboxylic acid
1389396-26-2

5-(1-methyl-1H-benzo[d]imidazol-2-yl)-3H-1,2,3-triazole-4-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃;42.7%
Pyridine-2,6-dicarboxylic acid
499-83-2

Pyridine-2,6-dicarboxylic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

2,6-bis(1-methyl-1H-benzo[d]imidazol-2-yl)pyridine
112362-30-8

2,6-bis(1-methyl-1H-benzo[d]imidazol-2-yl)pyridine

Conditions
ConditionsYield
With PPA at 170℃; for 3h;15%

N-Methyl-1,2-benzenediamine dihydrochloride Chemical Properties

IUPAC Name: 1-N-Methylbenzene-1,2-diamine dihydrochloride
Synonyms of N-Methylbenzene-1,2-diamine dihydrochloride (CAS NO.25148-68-9): N-Methyl-o-phenylenediamine dihydrochloride ; 1,2-Benzenediamine, N-methyl-, dihydrochloride ;1,2-Benzenediamine, N1-methyl-, hydrochloride (1:2)
CAS NO: 25148-68-9
Molecular Formula: C7H10N2.2(HCl)
Molecular Weight: 195.09
Molecular Structure:
EINECS: 246-655-8
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 6.48 Å2
Flash Point: 122.4 °C
Enthalpy of Vaporization: 48.98 kJ/mol
Boiling Point: 252.4 °C at 760 mmHg
Vapour Pressure: 0.0193 mmHg at 25°C
Melting Point: 191°C
Water Solubility: >=10 g/100 mL at 23 ºC
Appearance: Crystals (from ethanol); light purple powder.
SMILES: Cl.Cl.Nc1ccccc1NC
InChI: InChI=1/C7H10N2.2ClH/c1-9-7-5-3-2-4-6(7)8;;/h2-5,9H,8H2,1H3;2*1H
InChIKey: DKEONVNYXODZRQ-UHFFFAOYAH
Std. InChI: InChI=1S/C7H10N2.2ClH/c1-9-7-5-3-2-4-6(7)8;;/h2-5,9H,8H2,1H3;2*1H
Std. InChIKey: DKEONVNYXODZRQ-UHFFFAOYSA-N
Product Categories of N-Methylbenzene-1,2-diamine dihydrochloride (CAS NO.25148-68-9): Chemical intermediate for Telmisartan;INTERMEDIATESOF;Aromatics Compounds;Aromatics

N-Methyl-1,2-benzenediamine dihydrochloride Specification

 N-Methylbenzene-1,2-diamine dihydrochloride (CAS NO.25148-68-9) is an acidic salt. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds are usually used as catalysator in organic reactions.

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