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

HRID 477219

반응식

HRID 477219 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.[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

참가 물질

4

반응물 2

HCID 743283-Chloro-2,4-pentanedioneHCID 178509291HCID 178509291, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f76653e8bfe1426f8beb3f57dbe1c181
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886883

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