5-Bromo-3-methylbenzene-1,2-diamine

Base Information

• Chemical Name: 5-Bromo-3-methylbenzene-1,2-diamine
• CAS No.: 76153-06-5
• Molecular Formula: C7H9BrN2
• Molecular Weight: 201.066
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID00363960
• Nikkaji Number: J802.422G
• Wikidata: Q72446669
• Mol file: 76153-06-5.mol

Synonyms:5-bromo-3-methylbenzene-1,2-diamine;76153-06-5;5-Bromo-3-methyl-benzene-1,2-diamine;5-bromo-3-methyl-1,2-benzenediamine;1,2-Benzenediamine, 5-bromo-3-methyl-;2,3-Diamino-5-Bromotoluene;MFCD06411036;5-Bromo-2,3-diaminotoluene;SCHEMBL159075;5-bromo-2,3-diamino-toluene;5-Bromo-2.3-diamino-toluene;DTXSID00363960;BDA15306;5-Bromo-3-methyl-o-phenylenediamine;5-Bromo-3-methyl-1,2-diaminobenzene;AKOS005070531;CS-W022322;SB77426;5-bromo-3- methylbenzene-1,2-diamine;5-bromo-3-methyl-1,2-phenylenediamine;5-bromanyl-3-methyl-benzene-1,2-diamine;AC-23748;SY047601;AM20080801;FT-0600692;EN300-108946;4Z-0830;A838622;J-517035;TETRAHYDRO-5-OXO-2-PHENYLFURAN-3-CARBOXYLICACID;Z1251351654

Chemical Property of 5-Bromo-3-methylbenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 63 °C
• Refractive Index: 1.67
• Boiling Point: 298.8 °C at 760 mmHg
• PKA: 3.31±0.10(Predicted)
• Flash Point: 134.5 °C
• PSA: 52.04000
• Density: 1.589 g/cm³
• LogP: 3.08430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 199.99491
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-3-methylbenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)N)Br

Technology Process of 5-Bromo-3-methylbenzene-1,2-diamine

There total 7 articles about 5-Bromo-3-methylbenzene-1,2-diamine 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: 72.0%

4-bromo-2-methyl-6-nitroaniline (77811-44-0) → 5-bromo-3-methylbenzene-1,2-diamine (76153-06-5)

Guidance literature:

With tin(ll) chloride; In ethanol; for 14h; Reflux;

Reference yield:

2-Methyl-6-nitroaniline (570-24-1) → 5-bromo-3-methylbenzene-1,2-diamine (76153-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; N-Bromosuccinimide / 6 h / 50 - 55 °C / Inert atmosphere

2: hydrogen / ethanol / 50 °C

With N-Bromosuccinimide; hydrogen; acetic acid; In ethanol;

DOI:10.1021/op0340255

Reference yield:

N-(2-methylphenyl)acetamide (120-66-1) → 5-bromo-3-methylbenzene-1,2-diamine (76153-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: bromination

2: nitration

3: H₂ / Raney nickel

With hydrogen; nickel;

upstream raw materials:

4-bromo-2-methyl-6-nitroaniline

N-(2-methylphenyl)acetamide

4'-bromo-2'-methylacetanilide

o-toluidine

Downstream raw materials:

3-(6-Bromo-4-methyl-1H-benzoimidazol-2-yl)-pyridin-2-ylamine

C₁₆H₁₃BrN₂O₂

6-bromo-2-mercapto-4-methylbenzimidazole

6-bromo-4-methyl-1H-benzo[d]imidazole

Refernces

• 1、 -. "BENZIMIDAZOLE DERIVATIVES AS MCH RECEPTOR ANTAGONISTS". Page/Page column 109. . Retrieved 2013/07/25.
• 2、 Sessions, E. Hampton,Smolinski, Michael,Wang, Bo,Frackowiak, Bozena,Chowdhury, Sarwat,Yin, Yan,Chen, Yen Ting,Ruiz, Claudia,Lin, Li,Pocas, Jennifer,Schr?ter, Thomas,Cameron, Michael D.,LoGrasso, Philip,Feng, Yangbo,Bannister, Thomas D.. "The development of benzimidazoles as selective rho kinase inhibitors". scheme or table. p. 1939 - 1943. Retrieved 2010/09/03.