Hydrochloric Acid → 1,2-Dihydro-6-methyl-2-oxo-5-[4-(1H-imidazol-1-yl)-phenyl]-3-pyridine-carbonitrile, monohydrochloride

HRID 2164269Notes

Reaction equation

HRID 2164269 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]#[N:10])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[CH:13][CH:12]=1.[ClH:22]>CO>[ClH:22].[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]#[N:10])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 104461365-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

Product 1

HCID 204060611,2-Dihydro-6-methyl-2-oxo-5-[4-(1H-imidazol-1-yl)-phenyl]-3-pyridine-carbonitrile, monohydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of 55.8 g of 1,2-dihydro-6-methyl-2-oxo-5-[4-(1H-imidazol-1-yl)phenyl]-3-pyridine carbonitrile in 500 ml of 10% aqueous methanol is added concentrated hydrochloric acid with stirring to a pH of 2. After cooling at 0° C. overnight, the solid is collected, washed with cold methanol followed by ether, and dried in vacuo at 120° for two hours to give 62.6 g of the monohydrochloride as light beige powder, mp 322°-326° C., dec.

Workup

  1. customthe solid is collected
  2. washwashed with cold methanol
  3. customdried in vacuo at 120° for two hours

Sources & evidence

ORD record
ord-8db117b97bfb40a8b67917c86a5e4fd5
Source dataset
uspto-grants-1985_03
Patent number
US04503061

Reaction notes

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