Hydrochloric Acid → Zantac

HRID 53910

Reaction equation

HRID 53910 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:20][CH3:21])=[CH:16][N+:17]([O-:19])=[O:18])=[CH:7][CH:6]=1)[CH3:3].[ClH:22].C(OCC)(=O)C>C(O)CC>[CH3:21][NH:20][C:15]([NH:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[O:9][C:5]([CH2:4][N:2]([CH3:1])[CH3:3])=[CH:6][CH:7]=1)=[CH:16][N+:17]([O-:19])=[O:18].[ClH:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5039RanisenHCID 8857Ethyl Acetate

Product 1

HCID 47909Zantac

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

N-[2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine (5 g) was dissolved in n-propanol (40 ml) containing molar equivalent of hydrogen chloride. Ethyl acetate (20 ml) was added slowly to the solution. It was further stirred for 1 hr. Form 1 ranitidine hydrochloride crystallized during this period, and was filtered off. The product was washed with ethyl acetate (20 ml) and was dried at 40° C. under vacuum to give Form 1 ranitidine hydrochloride (5 g), m.p. 136°-137° C., DSC peak temperature=144° C., purity=99.6% (HPLC).

Workup

  1. customForm 1 ranitidine hydrochloride crystallized during this period
  2. filtrationwas filtered off
  3. washThe product was washed with ethyl acetate (20 ml)
  4. customwas dried at 40° C. under vacuum

Sources & evidence

ORD record
ord-b8f05067304b419ca9df3539f0f9f502
Source dataset
uspto-grants-1997_04
Patent number
US05621120

Linked notes

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