3-Chloro-5-fluorobenzene-1,2-diamine

Base Information

• Chemical Name: 3-Chloro-5-fluorobenzene-1,2-diamine
• CAS No.: 153505-33-0
• Molecular Formula: C₆H₆ClFN₂
• Molecular Weight: 160.578
• Hs Code.: 2921511990
• DSSTox Substance ID: DTXSID40571789
• Wikidata: Q82459962
• Mol file: 153505-33-0.mol

Synonyms:3-Chloro-5-fluorobenzene-1,2-diamine;153505-33-0;MFCD20723094;3-Chloro-5-fluorobenzene -1,2-diamine;1,2-Benzenediamine, 3-chloro-5-fluoro-;1,2-Diamino-3-chloro-5-fluorobenzene;SCHEMBL4704877;AMY7313;DTXSID40571789;WLJOWNQBIYEBIP-UHFFFAOYSA-N;AKOS016007009;SB76332;3-Chloro-5-Fluoro-1,2-Benzenediamine;AC-27145;DS-16001;SY116268;CS-0060184;3-Chloro-5-fluorobenzene-1 pound not2-diamine;I11056;EN300-1230745

Chemical Property of 3-Chloro-5-fluorobenzene-1,2-diamine

Chemical Property:

• Boiling Point: 279.5±35.0 °C(Predicted)
• PKA: 2.28±0.10(Predicted)
• PSA: 52.04000
• Density: 1.457±0.06 g/cm3(Predicted)
• LogP: 2.80590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 160.0203541
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99%, ^*data from raw suppliers

3-Chloro-5-fluorobenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1N)N)Cl)F

Technology Process of 3-Chloro-5-fluorobenzene-1,2-diamine

There total 5 articles about 3-Chloro-5-fluorobenzene-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:

SnCl2 2H2 O + 2-chloro-4-fluoro-6-nitro-benzenamine (153505-32-9) → 3-chloro-5-fluoro-1,2-phenylenediamine (153505-33-0)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; ethyl acetate;

Reference yield:

2-chloro-4-fluoroaniline (2106-02-7) → 3-chloro-5-fluoro-1,2-phenylenediamine (153505-33-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1 h / 0 - 100 °C

2: nitric acid; sulfuric acid / water; acetic acid / 1.5 h / 0 °C

3: hydrogenchloride / water / 1.25 h / 120 °C

4: iron; ammonium chloride / methanol; water / 3 h / Reflux

With hydrogenchloride; sulfuric acid; nitric acid; iron; ammonium chloride; In methanol; water; acetic acid;

DOI:10.1021/acsmedchemlett.7b00091

Reference yield:

N-(2-chloro-4-fluoro-6-nitrophenyl)acetamide → 3-chloro-5-fluoro-1,2-phenylenediamine (153505-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 1.25 h / 120 °C

2: iron; ammonium chloride / methanol; water / 3 h / Reflux

With hydrogenchloride; iron; ammonium chloride; In methanol; water;

DOI:10.1021/acsmedchemlett.7b00091

upstream raw materials:

2-chloro-4-fluoro-6-nitro-benzenamine

2-chloro-4-fluoroaniline

N-(2-chloro-4-fluorophenyl)acetamide

2-nitro-4-fluoroaniline

Refernces

• 1、 Mo, Cheng,Zhang, Zhang,Guise, Christopher P.,Li, Xueqiang,Luo, Jinfeng,Tu, Zhengchao,Xu, Yong,Patterson, Adam V.,Smaill, Jeff B.,Ren, Xiaomei,Lu, Xiaoyun,Ding, Ke. "2-Aminopyrimidine Derivatives as New Selective Fibroblast Growth Factor Receptor 4 (FGFR4) Inhibitors". . p. 543 - 548. Retrieved 2017/05/19.