2-Bromo-1,1-dimethoxyethane → 2-(4-(Trifluoromethyl)phenyl)thiazole

HRID 1460995

反応式

HRID 1460995 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](=[S:9])[NH2:8])=[CH:5][CH:4]=1.CO[CH:16](OC)[CH2:17]Br>Cl.C(O)C>[F:13][C:2]([F:12])([F:1])[C:3]1[CH:11]=[CH:10][C:6]([C:7]2[S:9][CH:16]=[CH:17][N:8]=2)=[CH:5][CH:4]=1

参加物

5

反応物 2

HCID 816722-Bromo-1,1-dimethoxyethaneHCID 27348234-(Trifluoromethyl)thiobenzamide

生成物 1

HCID 146019692-(4-(Trifluoromethyl)phenyl)thiazole収率 60%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 702Ethanol溶媒

実験手順

A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure. The reaction was repeated several times.

後処理

  1. temperatureat reflux for 18 hours
  2. washElution
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-52935fdb1b064cff904a505076b8fd46
出典データセット
uspto-grants-1991_12
特許番号
US05073564

関連ノート

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