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Sodium hydrosulfide → HCID 88151774, 화합물

HRID 324504
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인쇄 미리보기

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HRID 324504 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17]([S:23]C)=[N:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:25]=1.[CH3:26][O:27][CH2:28][CH2:29]Br.CC(C)([O-])C.[K+].[SH-].[Na+]>O1CCCC1.CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17](=[S:23])[NH:18][C:19](=[O:22])[N:20]([CH2:29][CH2:28][O:27][CH3:26])[CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 28015Sodium hydrosulfideHCID 809722-Bromoethyl methyl etherHCID 23665647Potassium tert-butoxideHCID 178503574HCID 178503574, 화합물

생성물 1

HCID 88151774HCID 88151774, 화합물

시약·촉매·용매 3

HCID 6228Dimethylformamide용매
HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

A solution of the product of example 39 step (i) (0.120 g) together with 2-bromoethyl methyl ether (0.073 ml) and a 1M solution of potassium tert-butoxide in tetrahydrofuran (0.62 ml) in N,N-dimethylformamide (3 ml) was heated at 50° C. for 20 h. Sufficient sodium hydrosulphide was added to give a blue solution and the reaction mixture heated at 80° C. for 4 h. The reaction mixture was cooled, diluted with ethyl acetate and washed with saturated aqueous ammonium chloride. The organic phase was dried over magnesium sulphate, filtered and evaporated. The crude product was purified by chromatography eluting with 1% methanol in dichloromethane, followed by trituration with ethyl acetate to give the title compound as a yellow solid.

후처리

  1. customto give a blue solution
  2. temperatureThe reaction mixture was cooled
  3. washwashed with saturated aqueous ammonium chloride
  4. dry with materialThe organic phase was dried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product was purified by chromatography
  8. washeluting with 1% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-7bd2ca4f6b7a4e06a8ac7f7d38531727
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06218376B1

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