4-(3,5-Dimethyl-benzylsulfanyl)-nitrobenzene → 4-(3,5-Dimethyl-benzylsulfanyl)-phenylamine

HRID 855994노트

반응식

HRID 855994 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([CH3:19])[CH:18]=1)[CH2:5][S:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1>O.C(O)C.[Fe]>[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([CH3:19])[CH:18]=1)[CH2:5][S:6][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1

참가 물질

5

반응물 1

HCID 694205454-(3,5-Dimethyl-benzylsulfanyl)-nitrobenzene

생성물 1

HCID 432993384-(3,5-Dimethyl-benzylsulfanyl)-phenylamine수율 93.1%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 4-(3,5-dimethyl-benzylsulfanyl)-nitrobenzene (0.35 g, 1.28 mmol) calcium chloride (0.071 g, 0.64 mmol) and iron powder (−325 mesh) (0.573 g, 10.3 mmol) in 4 ml water and 17 ml ethanol was heated at reflux under nitrogen for 4.5 h. The reaction mixture was then cooled to room temperature, filtered through Celite and the filtrate was concentrated under reduced pressure. The residual oil was purified by column chromatography, eluting with 9:1 hexane/ethyl acetate to yield the title compound as a yellowish oil (0.29 g, 91% yield). MS: 244.3 (M+1)

후처리

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 4.5 h
  3. filtrationfiltered through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residual oil was purified by column chromatography
  6. washeluting with 9:1 hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-fa9e83e4ee6544528f789f601c7bcb73
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262318B2

반응 노트

불러오는 중…