Dimethyl Sulfoxide → 2-Anilinothiazole-4-carbaldehyde

HRID 2107261ノート

反応式

HRID 2107261 の反応式
CS(C)=O.[NH:5]([C:12]1[S:13][CH:14]=[C:15]([CH2:17][OH:18])[N:16]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C>O>[NH:5]([C:12]1[S:13][CH:14]=[C:15]([CH:17]=[O:18])[N:16]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 679Dimethyl Sulfoxide2 回HCID 8471TriethylamineHCID 15053553HCID 15053553、化合物

生成物 1

HCID 150535702-Anilinothiazole-4-carbaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A dimethyl sulfoxide solution (120 ml) of 20 g of sulfur trioxide pyridine complex was added dropwise to a mixture comprising 8.3 g of 2-anilinothiazol-4-ylmethanol, 16.5 ml of triethylamine and 120 ml of dimethyl sulfoxide. The resulting mixture was stirred at room temperature for 10 minutes and then poured into water. followed by extraction with ethyl acetate. The extract was washed successively with aqueous acetic acid, aqueous sodium chloride solution and aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. The residue afforded by evaporation of the solvent under reduced pressure was recrystallized from a mixture of benzene and acetone. The resulting product was a brown powder having the following physical properties.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract was washed successively with aqueous acetic acid, aqueous sodium chloride solution and aqueous sodium hydrogen carbonate solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe residue afforded by evaporation of the solvent under reduced pressure
  5. customwas recrystallized from a mixture of benzene and acetone

出典と根拠

ORDレコード
ord-cec89db97521440fba29f14be0d6d555
出典データセット
uspto-grants-1990_06
特許番号
US04933355

反応ノート

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