3-Chloro-4-fluorophenylisocyanide

Base Information

• Chemical Name: 3-Chloro-4-fluorophenylisocyanide
• CAS No.: 602261-99-4
• Molecular Formula: C₇H₃ClFN
• Molecular Weight: 155.559
• Hs Code.: 2926909090
• European Community (EC) Number: 673-584-3
• DSSTox Substance ID: DTXSID90373952
• Wikidata: Q82162368
• Mol file: 602261-99-4.mol

Synonyms:3-Chloro-4-fluorophenylisocyanide;2-chloro-1-fluoro-4-isocyanobenzene;602261-99-4;Benzene, 2-chloro-1-fluoro-4-isocyano- (9CI);SCHEMBL12446580;DTXSID90373952;3-Chloro-4-fluorophenyl isocyanide;AKOS006277194;GS-0080;EN300-1177167

Chemical Property of 3-Chloro-4-fluorophenylisocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 2.26060
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.9938050
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

98% ^*data from raw suppliers

3-CHLORO-4-FLUOROPHENYLISOCYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC(=C(C=C1)F)Cl

Technology Process of 3-Chloro-4-fluorophenylisocyanide

There total 2 articles about 3-Chloro-4-fluorophenylisocyanide 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: 94.0%

N-(3-chloro-4-fluoro-phenyl)-formamide (770-22-9) → 2-chloro-1-fluoro-4-isocyanobenzene (602261-99-4)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 2-chloro-1-fluoro-4-isocyanobenzene (602261-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 h / Reflux

2: trichlorophosphate; triethylamine / dichloromethane / 0 - 20 °C

With triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1016/j.ejmech.2016.11.029

Reference yield:

2-chloro-1-fluoro-4-isocyanobenzene (602261-99-4) + 6-chloro-3-formyl-1H-indole-2-carboxylic acid ethyl ester → 6-chloro-3-((1-(3-chloro-4-fluorophenyl)-1H-tetrazol-5-yl)((cyclohexylmethyl)amino)methyl)-1H-indole-2-carboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilylazide / 2,2,2-trifluoroethanol / 0.67 h / 120 °C / Microwave irradiation

2: lithium hydroxide / ethanol; water / Reflux

With trimethylsilylazide; lithium hydroxide; In ethanol; 2,2,2-trifluoroethanol; water;

DOI:10.1016/j.ejmech.2016.11.029

upstream raw materials:

3-chloro-4-fluorophenylamine

N-(3-chloro-4-fluoro-phenyl)-formamide

Refernces

• 1、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.
• 2、 -. "Synthesis method of anti-tumor medicine afatinib". . . Retrieved 2017/05/13.