Methanol → HCID 22414561、化合物

HRID 1742615ノート

反応式

HRID 1742615 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[S:10])[NH2:9])=[CH:4][C:3]=1[CH3:11].NOS(O)(=O)=O.CO.[N:20]1C=CC=[CH:22][CH:21]=1>COC(OC)(N(C)C)C.ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:10][N:20]=[C:21]([CH3:22])[N:9]=2)=[CH:4][C:3]=1[CH3:11]

参加物

7

反応物 4

HCID 887MethanolHCID 1049PyridineHCID 76284hydroxylamine-O-sulfonic acidHCID 21833829Benzenecarbothioamide, 4-bromo-3-methyl-

生成物 1

HCID 22414561HCID 22414561、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 878351,1-Dimethoxyethyl(dimethyl)amine溶媒

実験手順

A solution of 4-bromo-3-methylbenzenecarbothioamide (1.20 g) in dimethylacetamide dimethyl acetal (2 ml) and dichloromethane (30 ml) was stirred under nitrogen at room temperature for 7 h. The solvent was evaporated in vacuo to give a dark brown oil to which was added hydroxylamine-0-sulphonic acid (0.88 g), methanol (20 ml) and pyridine (0.83 ml) and the mixture stirred at room temperature under nitrogen for 16 h. After evaporation, aqueous potassium carbonate was added and the mixture was extracted with dichloromethane. The combined extracts were dried and evaporated to give a brown residue which was purified by column chromatography on silica eluting with hexane: ethyl acetate (4:1) to give the title compound as an orange solid (0.8 g).

後処理

  1. customThe solvent was evaporated in vacuo
  2. customto give a dark brown oil to which
  3. customAfter evaporation, aqueous potassium carbonate
  4. additionwas added
  5. extractionthe mixture was extracted with dichloromethane
  6. customThe combined extracts were dried
  7. customevaporated
  8. customto give a brown residue which
  9. customwas purified by column chromatography on silica eluting with hexane: ethyl acetate (4:1)

出典と根拠

ORDレコード
ord-cfee844cb9f1405d8c3717a25ccb8c47
出典データセット
uspto-grants-1994_08
特許番号
US05340810

反応ノート

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