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

HRID 870880ノート

反応式

HRID 870880 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]>C1(C)C=CC=CC=1>[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 54.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
25 °C

実験手順

Toluene (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 at that temperature for about 20 minutes. The reaction mass was then filtered and the solid was washed with toluene (10 mL). The wet solid was dried at about 75° C. to a constant weight to yield 4.0 g of the title compound. Purity by HPLC: 99.41%.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturemaintained until reaction completion
  4. temperaturemaintained at that temperature for about 20 minutes
  5. filtrationThe reaction mass was then filtered
  6. washthe solid was washed with toluene (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-ac7505bb8dba440dab118362b4c89b5c
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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