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

HRID 1460995

반응식

HRID 1460995 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 146019692-(4-(Trifluoromethyl)phenyl)thiazole수율 60%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-52935fdb1b064cff904a505076b8fd46
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05073564

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