Hydrochloric Acid → Zantac

HRID 24286

Reaction equation

HRID 24286 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].O>C(OCC)(=O)C.C(O)(C)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

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 5039Ranisen

Product 1

HCID 47909Zantac

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Suspend 10.0 g of Z, N-[2-[[[5-(dimethylamino)methyl-2-furanyl] methyl]thio]ethyl]-N′-methyl-2-nitro-1,1-ethenediamine in 100 ml of ethyl acetate. Add dropwise to the mixture 21.95 g of hydrochloric acid (concentration 5.29% mol/mol) in isopropanol, to which the 3% of distilled water was previously added, during 45 minutes, keeping the temperature at 25° C. Stirring vigorously, a white precipitate is obtained. Wash and filter the precipitate with a mixture of ethyl acetate/isopropanol in 80:20 ratio and later with ethyl acetate alone.

Workup

  1. additionwas previously added, during 45 minutes
  2. customat 25° C
  3. customa white precipitate is obtained
  4. washWash
  5. filtrationfilter the precipitate
  6. additionwith a mixture of ethyl acetate/isopropanol in 80:20 ratio

Sources & evidence

ORD record
ord-befcdfda4f1a48f193b3ca7e1d82296d
Source dataset
uspto-grants-2005_02
Patent number
US06855835B2

Linked notes

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