Hydrochloric Acid → Zantac

HRID 65769

Reaction equation

HRID 65769 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>[ClH:22].[CH3:3][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)[CH3:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5039Ranisen

Product 1

HCID 47909Zantac

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

N-[2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine (50 g, 0.16 mole) was dissolved in industrial methylated spirit 74° o.p. (200 ml) containing 0.16 of an equivalent of hydrogen chloride. Ethyl acetate (200 ml) was added slowly to the solution. The hydrochloride crystallised and was filtered off, washed with a mixture of industrial methylated spirit 74° o.p. (50 ml) and ethyl acetate (50 ml) and was dried at 50°. The product (50 g) was obtained as an off-white solid m.p. 133°-134°.

Workup

  1. customThe hydrochloride crystallised
  2. filtrationwas filtered off
  3. washwashed with a mixture of industrial methylated spirit 74° o.p
  4. dry with material(50 ml) and ethyl acetate (50 ml) and was dried at 50°

Sources & evidence

ORD record
ord-37c8265c1de04161b04c600ec9506bd1
Source dataset
uspto-grants-1978_12
Patent number
US04128658

Linked notes

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