Hydrazinecarboxylic acid, ethyl ester → 6-(p-Bromophenyl)-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one

HRID 462408노트

반응식

HRID 462408 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11](Cl)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:15](OCC)(=[O:18])[NH:16][NH2:17]>C(O)CCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([C:15](=[O:18])[NH:16][N:17]=3)[N:13]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 64052553-(4-Bromophenyl)-6-chloropyridazine

생성물 1

HCID 134245986-(p-Bromophenyl)-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 2.69 g. of 6-(p-bromophenyl)-3-chloropyridazine (U.S. Pat. No. 4,092,311), 3.12 g. of ethyl carbazate and 50 ml. of n-butanol is heated at reflux for 16 hours, then cooled and filtered giving an orange solid which is saved. The filtrate is heated at reflux for 23 hours, then chilled in an ice bath and filtered giving more orange solid. The two crops are combined and recrystallized from dimethylformamide, giving 0.65 g. of the desired product as orange crystals, m.p. 348°-350° C. (dec.).

후처리

  1. additionA mixture of 2.69 g
  2. temperatureat reflux for 16 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customgiving an orange solid which
  6. temperatureThe filtrate is heated
  7. temperatureat reflux for 23 hours
  8. temperaturechilled in an ice bath
  9. filtrationfiltered
  10. customgiving more orange solid
  11. customrecrystallized from dimethylformamide
  12. customgiving 0.65 g

출처 및 근거

ORD 기록
ord-898f497980c34719baaee1bbc5ee6289
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04515791

반응 노트

불러오는 중…