Dimethylformamide dimethyl acetal → 3-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone

HRID 132530

反応式

HRID 132530 の反応式
[CH3:1][C:2]1[S:3][C:4]([C:8](=O)[CH3:9])=[C:5]([CH3:7])[N:6]=1.C[O:12][CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:7][C:5]1[N:6]=[C:2]([CH3:1])[S:3][C:4]=1/[CH:8]=[CH:9]/[C:13]([N:14]([CH3:16])[CH3:15])=[O:12]

参加物

3

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 5208882,4-Dimethyl-5-acetylthiazole

生成物 1

HCID 916216443-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone収率 79%

実験手順

A solution of 1-(2,4-dimethyl-thiazol-5-yl)-ethanone (10 g, 0.06 mol) in of N,N-dimethylformamide dimethylacetal (10 mL) was refluxed under N2. After 18 h, the reaction mixture was evaporated to dryness in vacuo. The resulting solid material was crystallised from a minimum amount of isopropyl ether/CH2Cl2 to afford 9.94 g 3-dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone as a brown powder (79%). 1H-NMR (CDCl3) δ: 2.66 (s, 6H, CH3), 2.70 (s, 6H, CH3), 5.37 (d, 1H, J=12.2 Hz, CH), 7.66 (d, 1H, J=12.2 Hz, CH).

後処理

  1. customthe reaction mixture was evaporated to dryness in vacuo
  2. customThe resulting solid material was crystallised from a minimum amount of isopropyl ether/CH2Cl2

出典と根拠

ORDレコード
ord-da1b9440a0c54d54a622a07e3baf2e68
出典データセット
uspto-grants-2008_06
特許番号
US07388015B2

関連ノート

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