3-Mercaptopropionic Acid → 3-[(2-Amino-5-chlorophenyl)(2-fluorophenyl)methylthio]propionic acid hydrochloride

HRID 358038Notes

Reaction equation

HRID 358038 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[CH:4](O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[F:11].[SH:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]>Cl>[ClH:17].[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[CH:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[F:11])[S:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 65143-Mercaptopropionic AcidHCID 129000332-Amino-5-chloro-alpha-(2-fluorophenyl)benzenemethanol

Product 1

HCID 705099213-[(2-Amino-5-chlorophenyl)(2-fluorophenyl)methylthio]propionic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

100 g of 2-amino-5-chloro-2'-fluorobenzhydrol, 45.6 g of 3-mercaptopropionic acid and 200 ml of 6N hydrochloric acid are stirred together at 100° for 1.5 hours. After cooling the mixture, the precipitated crystals are filtered off and washed with 6N hydrochloric acid. There is obtained 3-[(2-amino-5-chlorophenyl)(2-fluorophenyl)methylthio]propionic acid hydrochloride of melting point 139°-141°.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationthe precipitated crystals are filtered off
  3. washwashed with 6N hydrochloric acid

Sources & evidence

ORD record
ord-92802bbfc663425c842924527b62d43c
Source dataset
uspto-grants-1984_08
Patent number
US04464300

Reaction notes

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