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

HRID 870883ノート

反応式

HRID 870883 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
55 °C

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-fa762b92c72844138270ec54fe35c0e9
出典データセット
uspto-grants-2015_03
特許番号
US08969582B2

反応ノート

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