4,4-Dimethoxy-2-butanone → 2-Benzylthio-7-methyl-1,2,4-triazolo[1,5-a]pyrimidine

HRID 477218

반응식

HRID 477218 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.CO[CH:17](OC)[CH2:18][C:19](=O)[CH3:20]>C(O)(=O)C>[CH2:8]([S:7][C:5]1[N:6]=[C:2]2[N:1]=[CH:17][CH:18]=[C:19]([CH3:20])[N:3]2[N:4]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 2285484,4-Dimethoxy-2-butanoneHCID 178509291HCID 178509291, 화합물

생성물 1

HCID 141550872-Benzylthio-7-methyl-1,2,4-triazolo[1,5-a]pyrimidine수율 43.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
100 °C

실험 절차

A solution of 50 g (0.24 mol) of 3-amino-5-benzylthio-1,2,4-triazole in 500 ml of glacial acetic acid was added dropwise over 3-4 hours to a solution of 34.0 g (0.25 mol) of acetylacetaldehyde dimethyl acetal in 500 ml of glacial acetic acid heated at 100° C. After the addition was complete the reaction mixture was heated at reflux overnight, cooled to room temperature and poured into an ice-water mixture. The solid which separated was collected by filtration and recrystallized from ethanol to yield 27 g (41%) of the desired product as a solid, m.p. 102°-104° C. IR and 1H NMR spectra were in agreement with the assigned structure.

후처리

  1. additionAfter the addition
  2. temperaturewas heated
  3. temperatureat reflux overnight
  4. temperaturecooled to room temperature
  5. customThe solid which separated
  6. filtrationwas collected by filtration
  7. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-05c353504bb1462c99a364cae839346e
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886883

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