Phosphorus sulfide (P2S5) → HCID 86676949, 화합물

HRID 710092노트

반응식

HRID 710092 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=O)[C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:11]=2[F:20])=[C:4]([F:22])[CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:24]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[S:24])[C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:11]=2[F:20])=[C:4]([F:22])[CH:3]=1

참가 물질

4

반응물 2

HCID 14817Phosphorus sulfide (P2S5)HCID 71257495HCID 71257495, 화합물

생성물 1

HCID 86676949HCID 86676949, 화합물수율 48.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Intermediate 32 (1 g, 2.56 mmol) dissolved in toluene (10 ml) and added P2S5 (0.57 g, 2.56 mmol). This mixture was refluxed for 18 h. Toluene removed on rotavapour to obtain the crude. Crude was purified by column chromatography on 60-120 mesh silicagel using EtOAc and Petether (20:80) as eluent to afford the title compound (500 mg) as a yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 11.02 (s, 1H), 7.92-7.85 (m, 2H), 7.69 (dd, J 1.6, 8.1, 1H), 7.63 (dd, J 1.6, 9, 1H), 7.33-7.27 (m, 2H), 3.02 (s, 3H).

후처리

  1. temperatureThis mixture was refluxed for 18 h
  2. customToluene removed on rotavapour
  3. customto obtain the crude
  4. customCrude was purified by column chromatography on 60-120 mesh silicagel

출처 및 근거

ORD 기록
ord-389dddae9f2c4311a3ccbf96a094982d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181214B2

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