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Acetone → 4-(8-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-5-(2-chlorophenyl)thiazol-2-amine

HRID 627979
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인쇄 미리보기

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HRID 627979 반응식
Br[CH:2]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[C:3]([C:5]1[S:19][C:8]2[C:9]3[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][C:10]=3[O:11][CH2:12][CH2:13][C:7]=2[CH:6]=1)=O.CC(C)=O.[NH2:31][C:32]([NH2:34])=[S:33]>>[Br:18][C:15]1[CH:16]=[CH:17][C:9]2[C:8]3[S:19][C:5]([C:3]4[N:31]=[C:32]([NH2:34])[S:33][C:2]=4[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[Cl:26])=[CH:6][C:7]=3[CH2:13][CH2:12][O:11][C:10]=2[CH:14]=1
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참가 물질

4

반응물 3

HCID 180AcetoneHCID 2723790ThioureaHCID 579003952-Bromo-1-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-2-(2-chlorophenyl)ethanone

생성물 1

HCID 579002274-(8-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-5-(2-chlorophenyl)thiazol-2-amine수율 84.6%

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온도
80 °C

실험 절차

2-Bromo-1-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-2-(2-chlorophenyl)ethanone (ca. 2.3 mmol) was suspended in acetone (15 mL, 0.20 mol) and treated with thiourea (0.26 g, 0.0034 mol;). The mixture was sealed and heated at 80° C. for 3 h. After cooling to room temperature, the reaction mixture was concentrated, suspended in water and the solid was collected by filtration. The solid was rinsed with water to give 953 mg of 271 as a light yellow solid. 1H NMR (dmso-d6, 500 MHz) δ 7.64 (m, 1H), 7.53 (m, 2H), 7.45 (m, 1H), 7.35 (m, 1H), 7.23 (m, 1H), 7.17 (m, 1H), 6.47 (s, 1H), 4.19 (t, 2H), 2.95 (t, 2H). MS (ESI) 491.0

후처리

  1. customThe mixture was sealed
  2. temperatureAfter cooling to room temperature
  3. concentrationthe reaction mixture was concentrated
  4. filtrationthe solid was collected by filtration
  5. washThe solid was rinsed with water

출처 및 근거

ORD 기록
ord-2e214a0facc149d48338bd8ff4d2e589
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309265B2

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