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

HRID 477218

反応式

HRID 477218 の反応式
[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

参加物

4

反応物 2

HCID 2285484,4-Dimethoxy-2-butanoneHCID 178509291HCID 178509291、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-05c353504bb1462c99a364cae839346e
出典データセット
uspto-grants-1989_12
特許番号
US04886883

関連ノート

読み込み中…