Pyridine → 2-n-Propylamino-5-n-propyl thiazole-4-carboxylic acid ethyl ester

HRID 2256202ノート

反応式

HRID 2256202 の反応式
[CH2:1]([NH:4][C:5]([NH2:7])=[S:6])[CH2:2][CH3:3].[CH2:8]([O:10][C:11](=[O:19])[C:12](=O)[CH:13](Cl)[CH2:14][CH2:15][CH3:16])[CH3:9].N1C=CC=CC=1>C(O)C>[CH2:8]([O:10][C:11]([C:12]1[N:7]=[C:5]([NH:4][CH2:1][CH2:2][CH3:3])[S:6][C:13]=1[CH2:14][CH2:15][CH3:16])=[O:19])[CH3:9]

参加物

5

反応物 3

HCID 1049PyridineHCID 1615208Propyl-2-thioureaHCID 11030654Ethyl 3-chloro-2-oxohexanoate

生成物 1

HCID 540564382-n-Propylamino-5-n-propyl thiazole-4-carboxylic acid ethyl ester収率 68.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

n-Propylthiourea (270 mg), 3-chloro-2-oxohexanoic acid ethyl ester (441 mg), and pyridine (0.28 ml) were added to ethanol (10 ml), and the solution was refluxed for 3.5 hours. The solvent was evaporated. The residue was extracted with chloroform (20 ml), and washed with dilute hydrochloric acid solution (10 ml). The organic layer was dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel (eluent:chloroform/methanol=100/1), 2-n-propylamino-5-n-propyl thiazole-4-carboxylic acid ethyl ester (400 mg) was obtained.

後処理

  1. temperaturethe solution was refluxed for 3.5 hours
  2. customThe solvent was evaporated
  3. extractionThe residue was extracted with chloroform (20 ml)
  4. washwashed with dilute hydrochloric acid solution (10 ml)
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customevaporated
  7. customThe residue was purified by column chromatography on silica gel (eluent:chloroform/methanol=100/1)

出典と根拠

ORDレコード
ord-522bb2c0464e4c898072f6b233d9a168
出典データセット
uspto-grants-1997_08
特許番号
US05654322

反応ノート

読み込み中…