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

HRID 870879ノート

反応式

HRID 870879 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 84.4%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
25 °C

実験手順

Isopropyl alcohol (50 mL) was placed into a round bottom flask and 3-cyano-4-isobutoxybenzothioamide (5.0 g) was added, followed by addition of ethyl-2-chloroacetoacetate (4.25 g). The mixture was heated to reflux and maintained until reaction completion. After the reaction was completed, the mass was cooled to about 25° C. and maintained for about 30 minutes. The mass was then filtered and the solid was washed with isopropyl alcohol (10 mL). The wet solid was dried at about 75° C. to a constant weight to yield 6.2 g of the title compound. Purity by HPLC: 98.31%.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturemaintained until reaction completion
  4. temperaturemaintained for about 30 minutes
  5. filtrationThe mass was then filtered
  6. washthe solid was washed with isopropyl alcohol (10 mL)
  7. customThe wet solid was dried at about 75° C. to a constant weight

出典と根拠

ORDレコード
ord-5aa2860618d2462fb66e22bf64d10c50
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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