Hydrochloric Acid → Zantac

HRID 652571Notes

Reaction equation

HRID 652571 reaction equation
[CH3:1][NH:2][C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][C:13]1[O:17][C:16]([CH2:18][N:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=1)=[CH:4][N+:5]([O-:7])=[O:6].[ClH:22]>>[CH3:1][NH:2][C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][C:13]1[O:17][C:16]([CH2:18][N:19]([CH3:20])[CH3:21])=[CH:15][CH:14]=1)=[CH:4][N+:5]([O-:7])=[O:6].[ClH:22]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 5039Ranisen

Product 1

HCID 47909Zantac

Procedure

Ranitidine (6 g) was dissolved in industrial methylated spirits (42 ml) at ambient temperature (about 20°). One equivalent (about 1.6 ml) of concentrated hydrochloric acid was added to the solution. The temperature rose to about 27° and the solution was seeded at this temperature to induce crystallisation. The product crystalised to give a thick slurry at 25°-27°. After 0.5 h the slurry was cooled to 10°-12° for 0.5 h. The product was then filtered off, washed with industrial methylated spirits (5 ml) and dried at 50° under reduced pressure to give Form 2 ranitidine hydrochloride (5.4 g) m.p. 139°-140°.

Workup

  1. customrose to about 27°
  2. customcrystallisation
  3. customThe product crystalised
  4. customto give a thick slurry at 25°-27°
  5. temperatureAfter 0.5 h the slurry was cooled to 10°-12° for 0.5 h
  6. filtrationThe product was then filtered off
  7. washwashed with industrial methylated spirits (5 ml)
  8. customdried at 50° under reduced pressure

Sources & evidence

ORD record
ord-10d8159b3a8e42ad857691d3176133c5
Source dataset
uspto-grants-1987_06
Patent number
US04672133

Reaction notes

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