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

HRID 844959

반응식

HRID 844959 반응식
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

참가 물질

4

반응물 2

HCID 98157Butanoic acid, 2,3-dibromo-, ethyl esterHCID 178509291HCID 178509291, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9eca868858794a19913d5cf0c5d5ccce
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04755212

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