3-Chloro-2,4-pentanedione → 2-Benzylthio-6-chloro-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine

HRID 477219

反応式

HRID 477219 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.[Cl:15][CH:16]([C:20](=O)[CH3:21])[C:17](=O)[CH3:18]>C(O)(=O)C>[CH2:8]([S:7][C:5]1[N:6]=[C:2]2[N:1]=[C:17]([CH3:18])[C:16]([Cl:15])=[C:20]([CH3:21])[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 743283-Chloro-2,4-pentanedioneHCID 178509291HCID 178509291、化合物

生成物 1

HCID 141550892-Benzylthio-6-chloro-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine収率 79%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a suspension of 153 g (0.74 mol) 3-amino-5-benzylthio-1,2,4-triazole in 250 ml of glacial acetic acid was added 100 g (0.74 mol) of 3-chloro-2,4-pentanedione in a dropwise manner. The reaction mixture was heated at reflux for 18 hours and cooled to room temperature. The reaction mixture was poured over ice and the oil which separated solidified upon stirring. The solid was collected by filtration and recrystallized from methanol to yield 116 g (79%) of the desired product as an off white solid, m.p. 164°-166° C. IR and 1H NMR spectra were in agreement with the assigned structure.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 18 hours
  3. additionThe reaction mixture was poured over ice
  4. customthe oil which separated
  5. filtrationThe solid was collected by filtration
  6. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-f76653e8bfe1426f8beb3f57dbe1c181
出典データセット
uspto-grants-1989_12
特許番号
US04886883

関連ノート

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