Dimethyl Sulfoxide → HCID 18977180, compound
Reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=2)=[CH:8][CH:7]=1.[BrH:19].C(O)(=O)C.CS(C)=O.C(OC(C)C)(C)C>C(O)(=O)C>[BrH:19].[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[NH:16][N:17]=2)=[CH:10][CH:11]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
In 200 ml of acetic acid was suspended 15.00 g of 6-[4-(4-aminobutyl)phenyl]-4,5-dihydropyridazin-3(2H)-one. To the suspension were added 100 ml of a 25% hydrogen bromide-acetic acid solution and then 5.35 g of dimethylsulfoxide, and the mixture was stirred at room temperature for 4.5 hours. 400 ml of isopropyl ether was added to the reaction mixture, and precipitated crystal was collected by filtration and recrystallized from methanol to obtain 18.94 g of 6-[4-(4-aminobutyl)phenyl]pyridazin-3(2H)-one hydrobromide.
Workup
- customprecipitated crystal
- filtrationwas collected by filtration
- customrecrystallized from methanol
Sources & evidence
- ORD record
- ord-2261f0e9b39b48fbb6b01f54c9e9a307
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05808065
Reaction notes
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