Sodium Carbonate → 3-Bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine

HRID 466557

반응식

HRID 466557 반응식
Cl.Cl.[CH3:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[Br:22][C:23]1[N:24]=[N:25][C:26](Br)=[CH:27][CH:28]=1>CN(C)C=O>[Br:22][C:23]1[N:24]=[N:25][C:26]([N:13]2[CH2:14][CH2:15][N:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([CH3:3])[CH:5]=3)[CH2:11][CH2:12]2)=[CH:27][CH:28]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 831101-(m-Tolyl)piperazine dihydrochlorideHCID 2488523,6-Dibromopyridazine

생성물 1

HCID 5033263-Bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine수율 61.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

A mixture of 5 parts of 1-(3-methylphenyl)piperazine dihydrochloride, 10.6 parts of sodium carbonate and 180 parts of N,N-dimethylformamide was stirred for 1 hour at 65° C. Then there were added 7.2 parts of 3,6-dibromopyridazine and the whole was stirred overnight at about 65° C. The reaction mixture was poured into ice water. The product was filtered off and dissolved in dichloromethane. The solution was washed twice with water, dried, filtered and evaporated. The residue was crystallized from ethanol. The product was filtered off and dried, yielding 4.1 parts (61.5%) of 3-bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine; mp. 145.7° C. (compound 136).

후처리

  1. stirringthe whole was stirred overnight at about 65° C
  2. filtrationThe product was filtered off
  3. dissolutiondissolved in dichloromethane
  4. washThe solution was washed twice with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from ethanol
  9. filtrationThe product was filtered off
  10. customdried

출처 및 근거

ORD 기록
ord-4138cb209a69424abe1aa1f8b81038e0
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05157035

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