Hydrochloric Acid → S-methyl-L-cysteine ethylamide hydrochloride

HRID 325325Notes

Reaction equation

HRID 325325 reaction equation
[ClH:1].[CH2:2]([NH:4][C:5](=[O:18])[C@H:6]([CH2:15][S:16][CH3:17])[NH:7]C(OCCCC)=O)[CH3:3]>C(OCC)(=O)C>[ClH:1].[CH2:2]([NH:4][C:5](=[O:18])[C@H:6]([CH2:15][S:16][CH3:17])[NH2:7])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57312465S-methyl-N-butyloxycarbonyl-L-cysteine ethylamide

Product 1

HCID 86739336S-methyl-L-cysteine ethylamide hydrochlorideYield 94%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To 60 ml of ice-cooled 16% solution of hydrogen chloride in ethyl acetate was added dropwise a solution of 3.93 g (15 mmole) of S-methyl-N-butyloxycarbonyl-L-cysteine ethylamide in 60 ml of ethyl acetate over 20 minutes. After stirring for 2 hours, the reaction mixture was concentrated in vacuo and the residual oil was treated with ethyl ether to give 2.8 g (94% yield) of S-methyl-L-cysteine ethylamide hydrochloride as powder.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additionthe residual oil was treated with ethyl ether

Sources & evidence

ORD record
ord-f4ecd067f5454a37ad5c0649b6210e4c
Source dataset
uspto-grants-1984_04
Patent number
US04440788

Reaction notes

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