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

HRID 466557

Reaktionsgleichung

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

Komponenten

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

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).

Aufarbeitung

stirringthe whole was stirred overnight at about 65° C
filtrationThe product was filtered off
dissolutiondissolved in dichloromethane
washThe solution was washed twice with water
customdried
filtrationfiltered
customevaporated
customThe residue was crystallized from ethanol
filtrationThe product was filtered off
customdried

Quellen und Nachweise

ORD-Eintrag: ord-4138cb209a69424abe1aa1f8b81038e0
Quelldatensatz: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05157035

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