Butanoic acid, 2,3-dibromo-, ethyl ester → 2-benzylsulfanyl-7-methyl-1H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

HRID 649444

反応式

HRID 649444 の反応式
Br[CH:2]([CH:8](Br)[CH3:9])[C:3]([O:5]CC)=O.[NH2:11][C:12]1[N:16]=[C:15]([S:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[NH:14][N:13]=1>N1C=CC=CC=1>[CH2:18]([S:17][C:15]1[N:16]=[C:12]2[N:11]=[C:3]([OH:5])[CH:2]=[C:8]([CH3:9])[N:13]2[N:14]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

参加物

4

反応物 2

HCID 98157Butanoic acid, 2,3-dibromo-, ethyl esterHCID 178509291HCID 178509291、化合物

生成物 1

HCID 1784292742-benzylsulfanyl-7-methyl-1H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
65 °C

実験手順

Ethyl 2,3-dibromobutyrate (1.33 g, 48.5 mmol) was added dropwise over 15 minutes to a solution of 10 g (49 mmol) of 3-amino-5-benzylthio-1,2,4,-triazole in 20 ml of pyridine heated to 65° C. After the addition was complete, the reaction mixture was heated at 65° C. for 20 hours, cooled to room temperature and filtered. The filtrate was concentrated by evaporation at reduced pressure. The residue was triturated with methanol to separate 1.64 g (13%) of the desired product as a colorless crystalline solid, m.p. 219°-220° C. IR and 1H NMR spectra were in agreement with the assigned structure.

後処理

  1. additionAfter the addition
  2. temperaturethe reaction mixture was heated at 65° C. for 20 hours
  3. temperaturecooled to room temperature
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated by evaporation at reduced pressure
  6. customThe residue was triturated with methanol
  7. customto separate 1.64 g (13%) of the desired product as a colorless crystalline solid, m.p. 219°-220° C

出典と根拠

ORDレコード
ord-80b8837eabda4d0daeebb45ed1ed296f
出典データセット
uspto-grants-1988_04
特許番号
US04740233

関連ノート

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