Diaziridine, 3-(3-bromophenyl)-3-(trifluoromethyl)-

Base Information

• Chemical Name: Diaziridine, 3-(3-bromophenyl)-3-(trifluoromethyl)-
• CAS No.: 142719-81-1
• Molecular Formula: C8H6BrF3N2
• Molecular Weight: 267.048
• Mol file: 142719-81-1.mol

Synonyms:

Chemical Property of Diaziridine, 3-(3-bromophenyl)-3-(trifluoromethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diaziridine, 3-(3-bromophenyl)-3-(trifluoromethyl)-

There total 4 articles about Diaziridine, 3-(3-bromophenyl)-3-(trifluoromethyl)- 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: 100.0%

1-(3-bromophenyl)-2,2,2-trifluoro-1-ethanone O-(p-tolylsulfonyl)oxime (142719-80-0) → 3-(3-bromophenyl)-3-(trifluoromethyl)diaziridine (142719-81-1)

Guidance literature:

With ammonia; In diethyl ether; at -78 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01750

Reference yield:

m-bromotrifluoroacetone (655-26-5) → 3-(3-bromophenyl)-3-(trifluoromethyl)diaziridine (142719-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / NH₂OH*HCl, KOH / propan-2-ol / 48 h / Heating

2: 67 percent / pyridine / 1 h / Heating

3: 74 percent / liq. NH₃ / diethyl ether / 4 h / Ambient temperature

With pyridine; potassium hydroxide; hydroxylamine hydrochloride; ammonia; In diethyl ether; isopropyl alcohol;

Reference yield:

1-(3-bromophenyl)-2,2,2-trifluoro-1-ethanone oxime (139486-41-2) → 3-(3-bromophenyl)-3-(trifluoromethyl)diaziridine (142719-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / pyridine / 1 h / Heating

2: 74 percent / liq. NH₃ / diethyl ether / 4 h / Ambient temperature

With pyridine; ammonia; In diethyl ether;

upstream raw materials:

1-(3-bromophenyl)-2,2,2-trifluoro-1-ethanone O-(p-tolylsulfonyl)oxime

2,2,2-Trifluoroacetophenone

m-bromotrifluoroacetone

1-(3-bromophenyl)-2,2,2-trifluoro-1-ethanone oxime

Downstream raw materials:

3-<3-(trifluoromethyl)diazirin-3-yl>cinnamic acid

2,3-dihydroxy-3-(3-<3-(trifluoromethyl)diazirin-3-yl>phenyl)propionic acid

3-(3-bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Refernces

• 1、 Kogon, Alexander A.,Bochkariov, Dmitry E.,Baskunov, Boris P.,Cheprakov, Andrew V.. "2,3-Dihydroxy-3-(3-phenyl)propionic Acid. A Cleavable Carbene-Generating Reagent Used for Photocrosslinking". . p. 879 - 882. Retrieved 2007/10/02.