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Sodium hydrosulfide → HCID 88151774、化合物

HRID 324504
ノート
印刷プレビュー

反応式

HRID 324504 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 28015Sodium hydrosulfideHCID 809722-Bromoethyl methyl etherHCID 23665647Potassium tert-butoxideHCID 178503574HCID 178503574、化合物

生成物 1

HCID 88151774HCID 88151774、化合物

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒
HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7bd2ca4f6b7a4e06a8ac7f7d38531727
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06218376B1

反応ノート

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