1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-

Base Information

• Chemical Name: 1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-
• CAS No.: 149338-23-8
• Molecular Formula: C₁₆H₁₄ClN₃O₂S
• Molecular Weight: 347.825
• DSSTox Substance ID: DTXSID30164240
• Nikkaji Number: J514.213J
• Wikidata: Q83033293
• Mol file: 149338-23-8.mol

Synonyms:BRN 5828137;1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-;N-(5-Chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-1,4-benzenediamine;149338-23-8;DTXSID30164240;LS-29584;N-[4-(Dimethylamino)phenyl]-5-chloro-2-nitrobenzo[b]thiophen-3-amine

Chemical Property of 1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-

Chemical Property:

• Boiling Point: 525.1°Cat760mmHg
• Flash Point: 271.4°C
• Density: 1.444g/cm³
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 347.0495256
• Heavy Atom Count: 23
• Complexity: 426

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)NC2=C(SC3=C2C=C(C=C3)Cl)[N+](=O)[O-]

Technology Process of 1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl-

There total 2 articles about 1,4-Benzenediamine, N-(5-chloro-2-nitrobenzo(b)thien-3-yl)-N',N'-dimethyl- 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: 90.0%

4-amino-N,N-dimethylaniline (99-98-9) + 5-chloro-3-bromo-2-nitro-benzothiophene (138993-25-6) → N-(5-Chloro-2-nitro-benzo[b]thiophen-3-yl)-N',N'-dimethyl-benzene-1,4-diamine (149338-23-8)

Guidance literature:

In N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

3-bromo-5-chlorobenzo[b]thiophene (32969-26-9) → N-(5-Chloro-2-nitro-benzo[b]thiophen-3-yl)-N',N'-dimethyl-benzene-1,4-diamine (149338-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / 90percent aq. nitric acid / acetic acid; acetic anhydride / 1.5 h / 20 °C

2: 90 percent / dimethylformamide / Ambient temperature

With nitric acid; In acetic anhydride; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

4-amino-N,N-dimethylaniline

5-chloro-3-bromo-2-nitro-benzothiophene

3-bromo-5-chlorobenzo[b]thiophene

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