Sodium → 2-Benzylthio-5,6-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine

HRID 477221

반응식

HRID 477221 반응식
[NH2:1][C:2]1[N:6]=[C:5]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:4][N:3]=1.[Na].[CH3:16][CH:17]([C:20](=O)[CH3:21])[CH:18]=O>C(O)(=O)C>[CH2:8]([S:7][C:5]1[N:6]=[C:2]2[N:1]=[C:20]([CH3:21])[C:17]([CH3:18])=[CH:16][N:3]2[N:4]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 5360545SodiumHCID 11051586Butanal, 2-methyl-3-oxo-HCID 178509291HCID 178509291, 화합물

생성물 1

HCID 141550922-Benzylthio-5,6-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine수율 54%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 5.0 g (24 mmol) of 3-amino-5-benzylthio-1,2,4-triazole and 5.0 g (41 mmol) of the sodium salt of 2-methyl-3-oxobutanal in 200 ml of glacial acetic acid was heated at reflux overnight. The solution was cooled to room temperature and the reaction mixture was concentrated by evaporation at reduced pressure. The residue was combined with ice and H2O to separate a tan solid. The solid was collected by filtration, dried and carefully recrystallized from ethyl acetate to yield 3.53 g (54%) of the desired product as a crystalline solid, m.p. 147°-149° C. IR and 1H NMR spectra were in agreement with the assigned structure.

후처리

  1. temperatureat reflux overnight
  2. concentrationthe reaction mixture was concentrated by evaporation at reduced pressure
  3. customto separate a tan solid
  4. filtrationThe solid was collected by filtration
  5. customdried
  6. customcarefully recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-d3cc2949956845dba26dd21283252a72
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886883

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