Ethyl 2-chloroacetoacetate → 5-Thiazolecarboxylic acid, 2-(3-cyano-4-(2-methylpropoxy)phenyl)-4-methyl-, ethyl ester

HRID 870883노트

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HRID 870883 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:6](=[S:8])[NH2:7])#[N:2].[CH2:17]([O:19][C:20](=[O:26])[CH:21](Cl)[C:22]([CH3:24])=O)[CH3:18]>C(O)(C)C>[C:1]([C:3]1[CH:4]=[C:5]([C:6]2[S:8][C:21]([C:20]([O:19][CH2:17][CH3:18])=[O:26])=[C:22]([CH3:24])[N:7]=2)[CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH:14]([CH3:16])[CH3:15])#[N:2]

참가 물질

4

반응물 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 117703963-Cyano-4-isobutoxybenzothioamide

생성물 1

HCID 98845495-Thiazolecarboxylic acid, 2-(3-cyano-4-(2-methylpropoxy)phenyl)-4-methyl-, ethyl ester수율 106.4%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
55 °C

실험 절차

3-Cyano-4-isobutoxybenzothioamide (100.0 g), ethyl-2-chloroacetoacetate (91.29 g), and isopropyl alcohol (700 mL) were placed into a round bottom flask and stirred for about 30 minutes. The mixture was heated to reflux and maintained at that temperature until reaction completion. After the reaction was complete, the mass was cooled to about 55° C. and maintained for about 30 minutes. The mass was filtered at the same temperature and the solid was washed with hot isopropyl alcohol (400 mL). The wet solid was dried at about 60° C. to a constant weight to yield 156.4 g of the title compound. Purity by HPLC: 98.8%.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturemaintained at that temperature until reaction completion
  4. temperaturemaintained for about 30 minutes
  5. filtrationThe mass was filtered at the same temperature
  6. washthe solid was washed with hot isopropyl alcohol (400 mL)
  7. customThe wet solid was dried at about 60° C. to a constant weight

출처 및 근거

ORD 기록
ord-fa762b92c72844138270ec54fe35c0e9
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969582B2

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