Hydrogen Bromide → HCID 23321756, compound
Reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([NH:17][C:18]3[N:22]([CH2:23][C:24]4[N:25]=[CH:26][S:27][CH:28]=4)[C:21]4[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=4[N:19]=3)[CH2:13][CH2:12]2)=[CH:5][CH:4]=1.[BrH:33]>O>[BrH:33].[BrH:33].[S:27]1[CH:28]=[C:24]([CH2:23][N:22]2[C:21]3[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=3[N:19]=[C:18]2[NH:17][CH:14]2[CH2:13][CH2:12][N:11]([CH2:10][CH2:9][C:6]3[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=3)[CH2:16][CH2:15]2)[N:25]=[CH:26]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5 parts of N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1-(4-thiazolylmethyl)-1H-benzimidazol-2-amine and 150 parts of a hydrobromic acid solution 48% in water was stirred and refluxed overnight. The reaction mixture was evaporated and the solid residue was crystallized from ethanol 80%, yielding 4 parts of 4-[2-[4-[[1-(4-thiazolylmethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]phenol dihydrobromide; mp. 291.0° C. (compound 59).
Workup
- temperaturerefluxed overnight
- customThe reaction mixture was evaporated
- customthe solid residue was crystallized from ethanol 80%
Sources & evidence
- ORD record
- ord-0951e3ff5fd84903b79d7a40ddf80f97
- Source dataset
- uspto-grants-1986_05
- Patent number
- US04588722
Reaction notes
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