3-Chloro-2,4-pentanedione → 1-{4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-one

HRID 1393078노트

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HRID 1393078 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=[S:11])[NH2:10])=[CH:5][CH:4]=1.Cl[CH:15]([C:19](=O)[CH3:20])[C:16](=[O:18])[CH3:17]>CCO>[CH3:20][C:19]1[N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:12])([F:1])[F:13])=[CH:4][CH:5]=2)[S:11][C:15]=1[C:16](=[O:18])[CH3:17]

참가 물질

4

반응물 2

HCID 743283-Chloro-2,4-pentanedioneHCID 27348234-(Trifluoromethyl)thiobenzamide

생성물 1

HCID 98355181-{4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-one수율 79%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

4-(Trifluoromethyl)benzene-1-carbothiamide (5.03 g, 24.5 mmol) was dissolved in 30 ml of EtOH and treated with 1.05 eq of 3-chloro-2,4-pentanedione (3.46 g, 25.7 mmol); the mixture was kept at 55-60° C. over night. Reducing the total volume to ˜¼ and cooling to 0° C. triggered crystallization. Filtration and washing with a tiny amount of cold EtOH afforded 5.49 g of 1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanone (79%) as yellow crystals of, MS: 285 (M+), MP: 89-90° C.

후처리

  1. waitthe mixture was kept at 55-60° C. over night
  2. customcrystallization
  3. filtrationFiltration
  4. washwashing with a tiny amount of cold EtOH

출처 및 근거

ORD 기록
ord-4e7413cb71524d9e962461109165dbbb
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07345067B2

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