Hydrogen Bromide → HCID 14726463, compound

HRID 1087157Notes

Reaction equation

HRID 1087157 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8]C)=[C:4]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][CH3:28])[CH2:17][CH2:16]2)[CH:3]=1.Br.O.[OH-].[K+]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][CH3:28])[CH2:17][CH2:16]2)[C:5](=[O:8])[NH:6][N:7]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 962WaterHCID 14797Potassium HydroxideHCID 14726462HCID 14726462, compound

Product 1

HCID 14726463HCID 14726463, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4.00 g (0.00985 mol) of 6-chloro-3-methoxy-4-((4-(4-(2-methoxyphenyl)-1-piperazinyl)butyl)amino)-pyridazine are dissolved in 40 ml of glacial acetic acid, and 40 ml of 63% strength HBr are added. The mixture is refluxed for 2 hours, 200 ml of water are added, 30% strength KOH is added to pH 6, and the precipitated substance is filtered off with suction and thoroughly washed with water. 3.85 g (99.7% of theory) of 6-chloro-4-((4-(4-(2-methoxyphenyl)-1-piperazinyl)butyl)amino)-3(2H)-pyridazinone are obtained, purified by recrystallization from ethanol with addition of charcoal, and immediately added to a solution of ethanolic hydrochloric acid, resulting in 3.26 g (68.7% of theory) of pure dihydrochloride, m.p. 247°-252° C.; C 47.2%, H 6.0%, Cl(tot) 21.9%, Cl- 14.6%, N 14.4%, O 10.0%.

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. filtrationthe precipitated substance is filtered off with suction
  3. washthoroughly washed with water

Sources & evidence

ORD record
ord-4d33a44c5e7448c58334105eb232e976
Source dataset
uspto-grants-1991_07
Patent number
US05034391

Reaction notes

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