Carbon tetrabromide → 4-bromoethyl-5-(3,5-dichloro-phenylsulfanyl)-1-ethyl-3-methyl-1 H-pyrazole

HRID 350889

반응식

HRID 350889 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][CH3:16])[N:13]=[C:12]([CH3:17])[C:11]=2[CH2:18]O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[C:20](Br)(Br)(Br)[Br:21].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Br:21][CH2:20][CH2:18][C:11]1[C:12]([CH3:17])=[N:13][N:14]([CH2:15][CH3:16])[C:10]=1[S:9][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 227475205-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazol-4-yl-methanol

생성물 1

HCID 695157944-bromoethyl-5-(3,5-dichloro-phenylsulfanyl)-1-ethyl-3-methyl-1 H-pyrazole수율 68.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 460 mg of [5-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazol-4-yl-]methanol, 481 mg of carbon tetrabromide and 380 mg of triphenylphosphine in 20 ml of dichloromethane was stirred at room temperature for 24 hours. The solvent was evaporated. The residue was purified by flash chromatography on silica gel using ethyl acetate/petroleum ether (bp 40–60° C.) (1:4) for the elution to give 392 mg of 4-bromoethyl-5-(3,5-dichloro-phenylsulfanyl)-1-ethyl-3-methyl-1H-pyrazole as a pale yellow oil. Mass spectrum (ES) m/z 317 [M−Br+H2O]+.

후처리

  1. customThe solvent was evaporated
  2. customThe residue was purified by flash chromatography on silica gel
  3. washfor the elution

출처 및 근거

ORD 기록
ord-ea279b84e73944f585a96bd5f54c7172
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183296B2

연결된 노트

불러오는 중…