4-(chloromethyl)-N-methyl-2-nitroaniline

Base Information

• Chemical Name: 4-(chloromethyl)-N-methyl-2-nitroaniline
• CAS No.: 130597-56-7
• Molecular Formula: C8H9ClN2O2
• Molecular Weight: 200.62200
• Hs Code.: 2921430090
• DSSTox Substance ID: DTXSID00450445
• Nikkaji Number: J1.314.063D
• Wikidata: Q82270176
• Mol file: 130597-56-7.mol

Synonyms:4-(chloromethyl)-N-methyl-2-nitroaniline;130597-56-7;SCHEMBL9458121;DTXSID00450445;VYTKQQBCZAWJMA-UHFFFAOYSA-N;4-Methylamino-3-nitrobenzylchloride;MFCD18157685;AKOS015850572;N-methyl-4-chloromethyl-2-nitroaniline;NE-0713;N-Methyl-2-nitro-4-(chloromethyl)aniline;FT-0682719;A920585;J-513703

Chemical Property of 4-(chloromethyl)-N-methyl-2-nitroaniline

Chemical Property:

• PSA: 57.85000
• LogP: 2.97150
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.0352552
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

4-(Chloromethyl)-N-methyl-2-nitroaniline >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)CCl)[N+](=O)[O-]

Technology Process of 4-(chloromethyl)-N-methyl-2-nitroaniline

There total 4 articles about 4-(chloromethyl)-N-methyl-2-nitroaniline 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: 55.0%

(4-(methylamino)-3-nitrophenyl)methanol (62347-97-1) → 4-(chloromethyl)-N-methyl-2-nitrobenzenamine (130597-56-7)

Guidance literature:

With thionyl chloride; for 1h; Ambient temperature;

DOI:10.1021/jo00027a031

Reference yield:

4-(methylamino)-3-nitrobenzaldehyde (42564-41-0) → 4-(chloromethyl)-N-methyl-2-nitrobenzenamine (130597-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / NaBH₄ / ethanol / 3 h / Ambient temperature

2: 55 percent / SOCl₂ / 1 h / Ambient temperature

With sodium tetrahydroborate; thionyl chloride; In ethanol;

DOI:10.1021/jo00027a031

Reference yield:

Methyl-{4-[(E)-methyliminomethyl]-2-nitro-phenyl}-amine → 4-(chloromethyl)-N-methyl-2-nitrobenzenamine (130597-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1 N HCl

2: 56 percent / NaBH₄ / ethanol / 3 h / Ambient temperature

3: 55 percent / SOCl₂ / 1 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; In ethanol;

DOI:10.1021/jo00027a031

upstream raw materials:

(4-(methylamino)-3-nitrophenyl)methanol

4-(methylamino)-3-nitrobenzaldehyde

4-chloro-3-nitro-benzaldehyde

Refernces

• 1、 Rong, Ding,Ye, Hongping,Boehlow, Todd R.,D'Souza, Valerian T.. "Artificial Redox Enzymes. 1. Synthetic Strategies". . p. 163 - 167. Retrieved 2007/10/02.