Hydrochloric Acid → 2-Amino-3-(2-chloro-ethylsulfanyl)-propionic acid methyl ester hydrochloride

HRID 968515Notes

Reaction equation

HRID 968515 reaction equation
Cl.[NH2:2][CH:3]([CH2:7][S:8][CH2:9][CH2:10][Cl:11])[C:4]([OH:6])=[O:5].Cl.[CH3:13]O>>[ClH:11].[CH3:13][O:5][C:4](=[O:6])[CH:3]([NH2:2])[CH2:7][S:8][CH2:9][CH2:10][Cl:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 24187093S-(2-Chloroethyl)cysteine--hydrogen chloride (1/1)

Product 1

HCID 865985982-Amino-3-(2-chloro-ethylsulfanyl)-propionic acid methyl ester hydrochlorideYield 100%

Procedure

34.2 g of 2-amino-3-(2-chloro-ethylsulfanyl)-propionic acid hydrochloride was dissolved in 300 mL of absolute methanol (treated with Mg) and dry HCl gas (prepared from 250 ml of concentrated sulfuric acid and 200 g of ammonium chloride) was put in the above solution till saturation. And then the mixture was stirred for 12 hour and methanol was removed to obtain 36.3 g white solid. Yield 100%, mp 128-129° C.

Workup

  1. custommethanol was removed

Sources & evidence

ORD record
ord-c1bf1e702b6448a6b8bda46f1a3df1b7
Source dataset
uspto-grants-2007_12
Patent number
US07304057B2

Reaction notes

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