Hydrochloric Acid → Garomefrine hydrochloride

HRID 2379194Notes

Reaction equation

HRID 2379194 reaction equation
C([C@@H]([C@H](C(O)=O)O)O)(O)=O.[NH2:11][CH2:12][C@@H:13]([C:15]1[CH:16]=[C:17]([CH:23]=[CH:24][C:25]=1[F:26])[NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[OH:14].[ClH:27]>>[ClH:27].[NH2:11][CH2:12][C@@H:13]([C:15]1[CH:16]=[C:17]([CH:23]=[CH:24][C:25]=1[F:26])[NH:18][S:19]([CH3:22])(=[O:20])=[O:21])[OH:14]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86748228HCID 86748228, compound

Product 1

HCID 9838762Garomefrine hydrochloride

Procedure

(R)-(-)-3'-(2-Amino-1-hydroxyethyl)-4'-fluoromethanesulfonanilide L-(+)-tartrate (2.0 g) was made into a free base using ion exchange resin (Dowex 50W X2) followed by treating with 20% ethanolic hydrochloric acid. The crystals which were separated out were collected to give 1.1 g of (R)-(-)-3'-(2-amino-1-hydroxyethyl)-4'-fluoromethanesulfonanilide hydrochloride, m.p. 189°-191° C.

Workup

  1. customThe crystals which were separated out
  2. customwere collected

Sources & evidence

ORD record
ord-c6e8fd5788f543059b628e5dd7039b3c
Source dataset
uspto-grants-1994_11
Patent number
US05360822

Reaction notes

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