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

HRID 1031346

反応式

HRID 1031346 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.[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

参加物

5

反応物 3

HCID 5360545SodiumHCID 11051586Butanal, 2-methyl-3-oxo-HCID 178509291HCID 178509291、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-62a8068cf4c0480e8f7eba75178ad228
出典データセット
uspto-grants-1990_09
特許番号
US04954163

関連ノート

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