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

HRID 2256202노트

반응식

HRID 2256202 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-522bb2c0464e4c898072f6b233d9a168
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05654322

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