N-Methyl-o-phenylenediamine

Base Information

• Chemical Name: N-Methyl-o-phenylenediamine
• CAS No.: 4760-34-3
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 29215900
• European Community (EC) Number: 225-297-6
• UNII: ROI30FPR50
• DSSTox Substance ID: DTXSID1043756
• Nikkaji Number: J94.718K
• Wikidata: Q27288219
• Mol file: 4760-34-3.mol

Synonyms:4760-34-3;N1-methylbenzene-1,2-diamine;N-Methyl-o-phenylenediamine;N-Methyl-1,2-phenylenediamine;N-Methylbenzene-1,2-diamine;1,2-Benzenediamine, N-methyl-;N-Methyl-2-phenylenediamine;N-Methyl-1,2-benzenediamine;n1-methyl-1,2-benzenediamine;2-Amino-N-methylaniline;1-N-Methylbenzene-1,2-diamine;o-Phenylenediamine, N-methyl-;2-(Methylamino)aniline;2-N-methylbenzene-1,2-diamine;N2-methylbenzene-1,2-diamine;1,2-Benzenediamine, N1-methyl-;EINECS 225-297-6;MFCD00192314;UNII-ROI30FPR50;BRN 0636586;ROI30FPR50;N-Methyl-1,2-diaminobenzene;4-13-00-00041 (Beilstein Handbook Reference);2-methylaminoaniline;N-methylphenylenediamine;o-N-methylamino aniline;N-methyl-phenylenediamine;(2-aminophenyl)-methyl-amine;SCHEMBL157785;N'-methylbenzene-1,2-diamine;N-methyl-1,2-benzene diamine;N-methyl-benzene 1,2-diamine;N-Methyl-benzene-1,2-diamine;N-methyl-ortho-phenylenediamine;DTXSID1043756;N-1-methyl-1,2-benzenediamine;N-methyl-1,2-phenylene diamine;N-methyl-1,2-phenylene-diamine;n-methyl-benzene-1, 2 -diamine;BCP30565;BBL104212;STL558076;AKOS003659333;N-Methyl-1,2-phenylenediamine, 97%;CS-W007682;GS-6105;SY045512;LS-105871;FT-0635432;EN300-37434;H10517;A827281;W-106067;Q27288219;Z57472969;N-Methyl-o-phenylenediamine pound>>N-Methyl-o-phenylenediamine pound>>N-Methyl-1,2-phenylenediamine

Chemical Property of N-Methyl-o-phenylenediamine

Chemical Property:

• Appearance/Colour: YELLOW TO RED TO VERY DARK BROWN LIQUID
• Melting Point: 22 °C(lit.)
• Refractive Index: n20/D 1.612(lit.)
• Boiling Point: 252.4 °C at 760 mmHg
• PKA: 6.17±0.10(Predicted)
• Flash Point: 122.4 °C
• PSA: 38.05000
• Density: 1.098 g/cm³
• LogP: 1.96470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-1,2-phenylenediamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/38-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=CC=C1N
• Uses: N-Methyl-1,2-phenylenediamine may be used in the following studies:One-pot synthesis of 1-methyl-2(hetero)arylbenzimidazoles.Preparation of 1-methyl-1H-benzimidazole-2(3H)-thione.Total synthesis of the angiotensin II receptor antagonist, telmisartan. Preparation of benzimidazoles from ketene dithioacetals.

Technology Process of N-Methyl-o-phenylenediamine

There total 49 articles about N-Methyl-o-phenylenediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

methanol (67-56-1) + 1,2-diamino-benzene (95-54-5) → N-methyl-1,2-phenylenediamine (4760-34-3)

Guidance literature:

With C₁₂H₁₆IrN₄O₂⁽¹⁺⁾*BF₄^(1-); potassium hydroxide; at 120 ℃; for 5h; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/ic502521c

Reference yield: 88.0%

1,2-diamino-benzene (95-54-5) + carbonic acid dimethyl ester (616-38-6) → 1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + 1,3-dimethyl-1,3-dihydrobenzimidazol-2-one (3097-21-0) + N-methyl-1,2-phenylenediamine (4760-34-3)

Guidance literature:

With lead(II) nitrate; at 169.85 ℃; for 0.5h;

DOI:10.1006/jcat.2000.3075

Reference yield: 77.0%

1,2-diamino-benzene (95-54-5) + carbonic acid dimethyl ester (616-38-6) → N-methyl-1,2-phenylenediamine (4760-34-3)

Guidance literature:

at 110 ℃; for 12h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.jfluchem.2018.12.006

upstream raw materials:

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

2-nitro-N-methylaniline

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

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

Downstream raw materials:

1-Methylbenzimidazole

1-methyl-2-(2'-furyl)benzimidazole

N-Methyl-1,4-dihydro-2,3-quinoxalinedione

N,N'-Diacetyl-N-methyl-o-phenylenediamine

Refernces

• 1、 -. "Method for synthesizing heteroatom- substituted aromatic compound from styrene compound". Paragraph 0177-0180. . Retrieved 2021/02/06.
• 2、 Perin,Hok,Be?,Persoons,Vanstreels,Daelemans,Vianello,Hranjec. "N-substituted benzimidazole acrylonitriles as in vitro tubulin polymerization inhibitors: Synthesis, biological activity and computational analysis". . . Retrieved 2020/12/02.