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1-Bromo-2-Chloroethane → 1-Chloro-4-[(2-chloroethyl)thio]benzene

HRID 2413330
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인쇄 미리보기

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HRID 2413330 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][Si](C)(C)C)=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][Cl:16]>CN(C)P(=O)(N(C)C)N(C)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:14][CH2:15][Cl:16])=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 78491-Bromo-2-ChloroethaneHCID 111068011-Chloro-4-[(trimethylsilyl)thio]benzene

생성물 1

HCID 843931-Chloro-4-[(2-chloroethyl)thio]benzene수율 85.7%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
60 °C

실험 절차

A mixture consisting of 12.21 g (56.5 mmoles) of 4-chlorophenylthio(trimethyl)silane, 20 ml of hexamethylphosphoric triamide and 18.7 ml (226 mmoles) of 1-bromo-2-chloroethane was heated at 60° C. and it was established that the conversion was complete after 10 minutes. After treating the reaction mixture as described in Example 3, there were obtained 10.03 g (85.7% yield) of 2-chloroethyl 4-chlorophenyl sulfide boiling at 105°-109° C./1.0 mm Hg and melting at 28°-29° C. The residue of the distillation contained 1,2-bis(4-chlorophenylthio)ethane as a by-product which after crystallization from methanol melted at 87°-88° C.

후처리

  1. additionAfter treating the reaction mixture

출처 및 근거

ORD 기록
ord-ada9ab912b264928bee19e8fb64f8b4f
출처 데이터셋
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04496720

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