Beta-Alanine → 5-[[4,6-Bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidinyl]methylene]-2-thioxo-4-thiazolidinone

HRID 326677노트

반응식

HRID 326677 반응식
[CH3:1][C:2]([C:5]1[C:10]([O:11]COCCOC)=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[N:8]=[C:7]([CH:22]=O)[N:6]=1)([CH3:4])[CH3:3].[S:24]1[CH2:30][C:28](=[O:29])[NH:27][C:25]1=[S:26].NCCC(O)=O>C(O)(=O)C.O>[CH3:3][C:2]([C:5]1[C:10]([OH:11])=[C:9]([C:18]([CH3:19])([CH3:21])[CH3:20])[N:8]=[C:7]([CH:22]=[C:30]2[S:24][C:25](=[S:26])[NH:27][C:28]2=[O:29])[N:6]=1)([CH3:4])[CH3:1]

참가 물질

6

반응물 3

HCID 239Beta-AlanineHCID 1201546RhodanineHCID 199229924,6-Bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-2-pyrimidine carboxaldehyde

생성물 1

HCID 539399305-[[4,6-Bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidinyl]methylene]-2-thioxo-4-thiazolidinone

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A mixture of 4,6-bis-(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-2-pyrimidine carboxaldehyde (0.5 g, 1.5 mmoles), rhodanine (0.25 g, 1.8 mmoles), and β-alanine (0.27 g, 3.1 mmoles) in acetic acid is heated at reflux for 1.5 hours. This solution is cooled to room temperature and diluted with 100 mL of water. The precipitate is collected by filtration and recrystallized from isopropyl ether/hexane. Yield of 5-[[4,6-bis (1,1-dimethylethyl)-5-hydroxy-2-pyrimidinyl]methylene]-2-thioxo-4-thiazolidinone=0.26 g (48%). MP=257°-261° C. dec.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 1.5 hours
  3. filtrationThe precipitate is collected by filtration
  4. customrecrystallized from isopropyl ether/hexane

출처 및 근거

ORD 기록
ord-36ae538475694486af43e45375a22747
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270319

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