Hydrazinecarboxaldehyde → 6-(2-Thienyl)-1,2,4-triazolo[4,3-b]pyridazine

HRID 443514노트

반응식

HRID 443514 반응식
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:6][CH:7]=1.[CH:13]([NH:15][NH2:16])=O>C(O)CCC>[S:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:13]=[N:15][N:16]=2)[N:4]=1

참가 물질

4

반응물 2

HCID 12229HydrazinecarboxaldehydeHCID 64047013-Chloro-6-(thiophen-2-yl)pyridazine

생성물 1

HCID 142879766-(2-Thienyl)-1,2,4-triazolo[4,3-b]pyridazine

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 1.0 g. of 3-chloro-6-(2-thienyl)pyridazine and 0.6 g. of formic acid hydrazide in 50 ml. of n-butyl alcohol is heated at the reflux temperature for 18 hours. The volatiles are removed and the residue is partitioned between dilute aqueous sodium hydroxide and methylene chloride. The organic layer is dried over anhydrous sodium sulfate, filtered and evaporated. The residue is recrystallized from methylene chloride:hexane to afford a tan solid. The solid is recrystallized from acetone:hexane to give 0.5 g. of the desired product as cream colored crystals, m.p. 155°-159° C.

후처리

  1. additionA mixture of 1.0 g
  2. customThe volatiles are removed
  3. customthe residue is partitioned between dilute aqueous sodium hydroxide and methylene chloride
  4. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is recrystallized from methylene chloride
  8. customhexane to afford a tan solid
  9. customThe solid is recrystallized from acetone
  10. customhexane to give 0.5 g

출처 및 근거

ORD 기록
ord-42c1714a4b82460d998ac35c57546625
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04260756

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