N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide

Base Information

• Chemical Name: N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide
• CAS No.: 1426327-86-7
• Molecular Formula: C₁₁H₁₁BrF₃NO₂S
• Molecular Weight: 358.179
• Mol file: 1426327-86-7.mol

Synonyms:N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide

Chemical Property of N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide

There total 2 articles about N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide 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:

trifluoromethylsulfonic anhydride (358-23-6) + 2-bromo-N-(cyclopropylmethyl)aniline (1156164-31-6) → N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide (1426327-86-7)

Guidance literature:

With sodium hydride; In 1,2-dichloro-ethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201207959

Reference yield:

N-(2-bromophenyl)cyclopropanecarboxamide (444151-72-8) → N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide (1426327-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 8 h / Reflux; Inert atmosphere

2: sodium hydride / 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere

With borane-THF; sodium hydride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1002/anie.201207959

Reference yield:

N-(2-bromophenyl)-N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide (1426327-86-7) → 1',2'-dihydrospiroindole> (174-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; palladium diacetate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid / toluene / 12 h / 110 °C / Inert atmosphere

2: Red-Al / toluene / 10 h / 50 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In toluene;

DOI:10.1021/ol400380y

upstream raw materials:

trifluoromethylsulfonic anhydride

2-bromo-N-(cyclopropylmethyl)aniline

N-(2-bromophenyl)cyclopropanecarboxamide

Downstream raw materials:

1',2'-dihydrospiroindole>

Refernces

• 1、 Saget, Tanguy,Cramer, Nicolai. "Palladium(0)-catalyzed enantioselective C-H arylation of cyclopropanes: Efficient access to functionalized tetrahydroquinolines". supporting information. p. 12842 - 12845. Retrieved 2013/02/22.