Methanol → HCID 21428964, compound

HRID 437636Notes

Reaction equation

HRID 437636 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][NH:15][C:16](=[O:28])[C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][C:18]=3[O:26][CH3:27])[CH2:9][CH2:8]2)[C:5]2[CH:29]=[CH:30][CH:31]=[CH:32][C:4]=2[NH:3]1.CO.[H][H]>[Ni].O1CCCC1>[OH2:1].[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([C:16]([NH:15][CH2:14][CH2:13][N:10]2[CH2:9][CH2:8][CH:7]([N:6]3[C:5]4[CH:29]=[CH:30][CH:31]=[CH:32][C:4]=4[NH:3][C:2]3=[O:1])[CH2:12][CH2:11]2)=[O:28])=[C:18]([O:26][CH3:27])[CH:19]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 21428963HCID 21428963, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21428964HCID 21428964, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5.3 parts of N{2-[4-(2,3-dihydro-2-oxo- 1H-benzimidazol-1-yl)-1-piperidinyl] ethyl}-2-methoxy-4-nitrobenzamide in 80 parts of methanol and 90 parts of tetrahydrofuran is hydrogenated at normal pressure and at room temperature with 5 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filered off and the filtrate is evaporated. The residue is crystallized from ethanol 96%, yielding 3.65 parts of 4-amino-N{2-[4-(2,3-dihydro-2-oxo- 1H-benzimidazol-1-yl)-1-piperidinyl] ethyl}-2-methoxybenzamide hydrate; mp. 220.6° C.

Workup

  1. customthe filtrate is evaporated
  2. customThe residue is crystallized from ethanol 96%

Sources & evidence

ORD record
ord-8b54e997fb274f49ad84913528ca4be4
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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