2-Chloro-4-nitrobenzene-1,3-diamine

Base Information

• Chemical Name: 2-Chloro-4-nitrobenzene-1,3-diamine
• CAS No.: 261764-92-5
• Molecular Formula: C6H6ClN3O2
• Molecular Weight: 187.58
• Hs Code.: 2921519090
• DSSTox Substance ID: DTXSID90572701
• Wikidata: Q72455957
• Mol file: 261764-92-5.mol

Synonyms:2-chloro-4-nitrobenzene-1,3-diamine;261764-92-5;2-Chloro-4-nitro-m-phenylenediamine;1,3-BENZENEDIAMINE, 2-CHLORO-4-NITRO-;MFCD08460155;2-CHLORO-4-NITRO-1,3-PHENYLENEDIAMINE;DTXSID90572701;AC1571;AKOS006289478;CS-12074;SY036856;CS-0186608;O-TERT-BUTYLHYDROXYLAMINEHYDROCHLORIDE;A818290;2-chloro-4-nitro-benzene-1,3-diamine

Chemical Property of 2-Chloro-4-nitrobenzene-1,3-diamine

Chemical Property:

• Boiling Point: 393.2 °C at 760 mmHg
• PKA: -1.06±0.14(Predicted)
• Flash Point: 191.6 °C
• PSA: 97.86000
• Density: 1.592 g/cm³
• LogP: 3.09820
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 187.0148541
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98.5% ^*data from raw suppliers

2-Chloro-4-nitro-m-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1N)Cl)N)[N+](=O)[O-]
• Uses: 2-Chloro-4-nitro-m-phenylenediamine (cas# 261764-92-5) is used in the industrial manufacture of polyamide vocs intercept type polymer separation film.

Technology Process of 2-Chloro-4-nitrobenzene-1,3-diamine

There total 2 articles about 2-Chloro-4-nitrobenzene-1,3-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: 97.0%

2,3-dichloro-4-nitroacetanilide (261764-91-4) → 2-chloro-4-nitro-1,3-benzenediammine (261764-92-5)

Guidance literature:

With ammonia; In ethanol; at 160 ℃; for 22h;

DOI:10.3987/COM-99-8766

Reference yield:

N-(2,3-dichlorophenyl)-acetamide (23068-36-2) → 2-chloro-4-nitro-1,3-benzenediammine (261764-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / KNO₃; H₂SO₄ / 4 h / 0 - 10 °C

2: 97 percent / NH₃ / ethanol / 22 h / 160 °C

With sulfuric acid; ammonia; potassium nitrate; In ethanol; 1: Nitration / 2: Substitution;

DOI:10.3987/COM-99-8766

Reference yield:

2-chloro-4-nitro-1,3-benzenediammine (261764-92-5) → 6,7-diaminoquinoline (261764-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 percent / arsenic pentoxide; H₂SO₄ / 2 h / 150 °C

2: 50 percent / H₂ / Pd/C / ethanol / 3.5 h / 60 °C / 2280 Torr

With arsenic(V) oxide; sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol; 1: Cyclization / 2: Hydrogenolysis;

DOI:10.3987/COM-99-8766

upstream raw materials:

2,3-dichloro-4-nitroacetanilide

N-(2,3-dichlorophenyl)-acetamide

Downstream raw materials:

1H-imidazo[4,5-g]quinoline

6,7-diaminoquinoline

Refernces