ANILINE, m-BROMO-N-METHYL-N-NITROSO-

Base Information

• Chemical Name: ANILINE, m-BROMO-N-METHYL-N-NITROSO-
• CAS No.: 17405-06-0
• Molecular Formula: C7H7BrN2O
• Molecular Weight: 215.049
• NSC Number: 12922
• UNII: 3WW7ZC7J36
• DSSTox Substance ID: DTXSID50169752
• Wikidata: Q83039495
• Mol file: 17405-06-0.mol

Synonyms:ANILINE, m-BROMO-N-METHYL-N-NITROSO-;m-Bromo-N-methyl-N-nitrosoaniline;3-Bromo-N-methyl-N-nitrosobenzenamine;17405-06-0;Benzenamine, 3-bromo-N-methyl-N-nitroso-;NSC 12922;BRN 1841688;3WW7ZC7J36;NSC-12922;2-12-00-00343 (Beilstein Handbook Reference);NSC12922;UNII-3WW7ZC7J36;DTXSID50169752;LS-19617

Chemical Property of ANILINE, m-BROMO-N-METHYL-N-NITROSO-

Chemical Property:

• Vapor Pressure: 0.000223mmHg at 25°C
• Boiling Point: 325.9°C at 760 mmHg
• Flash Point: 150.9°C
• Density: 1.52g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 213.97418
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C1=CC(=CC=C1)Br)N=O

Technology Process of ANILINE, m-BROMO-N-METHYL-N-NITROSO-

There total 5 articles about ANILINE, m-BROMO-N-METHYL-N-NITROSO- 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: 93.0%

3-bromo-N-methylaniline (66584-32-5) → N-(3-bromophenyl)-N-methylnitrous amide (17405-06-0)

Guidance literature:

3-bromo-N-methylaniline; With hydrogenchloride; In water; acetonitrile; at 0 ℃;

With sodium nitrite; In water; acetonitrile;

DOI:10.1021/ol402523x

Reference yield:

3-bromo-N-methylaniline (66584-32-5) + isopentyl nitrite (110-46-3) → N-(3-bromophenyl)-N-methylnitrous amide (17405-06-0)

Guidance literature:

With 4-(1,1-dimethylethyl)benzoic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/c9cc04529e

Reference yield:

tetranitromethane (509-14-8) + 3-bromo-N,N-dimethylaniline (16518-62-0) → N-(3-bromophenyl)-N-methylnitrous amide (17405-06-0)

Guidance literature:

With pyridine; ethanol;

upstream raw materials:

pyridine

ethanol

tetranitromethane

3-bromo-N,N-dimethylaniline

Downstream raw materials:

(E)-methyl 3-(2-bromo-6-(methyl(nitroso)amino)phenyl)acrylate

(E)-methyl 3-(4-bromo-2-(methyl(nitroso)amino)phenyl)acrylate

(E)-methyl 3-(2-bromo-6-(methylamino)phenyl)acrylate

(E)-methyl 3-(4-bromo-2-(methylamino)phenyl)acrylate

Refernces

• 1、 Zhang, Lei,Chen, Junyu,Chen, Xiahe,Zheng, Xiangyun,Zhou, Jian,Zhong, Tianshuo,Chen, Zhiwei,Yang, Yun-Fang,Jiang, Xinpeng,She, Yuan-Bin,Yu, Chuanming. "Rh(iii)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: A new strategy for 1: H -indazoles". supporting information. p. 7415 - 7418. Retrieved 2020/07/15.
• 2、 Peng, Qiujun,Hu, Jian,Huo, Jiyou,Yuan, Hongshun,Xu, Lanting,Pan, Xianhua. "Cp?Rh(iii) catalyzed: Ortho -halogenation of N -nitrosoanilines by solvent-controlled regioselective C-H functionalization". supporting information. p. 4471 - 4481. Retrieved 2018/06/29.