(+-)-Methionine → HCID 86753421, compound

HRID 1457410Notes

Reaction equation

HRID 1457410 reaction equation
[NH2:1][CH:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].[S:10](=[O:14])(=[O:13])([OH:12])[OH:11].S(O)(O)(=O)=O.[CH2:20]([S:27]SCCC(N)C(O)=O)CC(N)C(O)=O>O>[NH2:1][CH:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].[S:10]([O-:14])([O-:13])(=[O:12])=[O:11].[CH3:20][SH2+:27].[CH3:4][SH2+:5]

Participants

5

Reactant 3

HCID 876(+-)-MethionineHCID 1118Sulfuric AcidHCID 86753422HCID 86753422, compound

Product 1

HCID 86753421HCID 86753421, compoundYield 200.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
135 °C

Procedure

A 50 ml capacity glass reaction flask was charged with 5 g (33.56 mmol) of DL-methionine, 30.20 g (302.04 mmol) of concentrated sulfuric acid and 16.4 g of water and then the contents were heated under reflux for 3.5 hours at 135° C. in a stream of nitrogen. The reaction solution was analyzed by liquid chromatography. As a result, it was found that 2.92 g (7.97 mmol) of DL-homocystine sulfate and 4.96 g (16.00 mmol) of DL-methionine-S-methylsulfonium sulfate were formed. The conversion ratio was 100% and the selectivity was 48%.

Workup

  1. customA 50 ml capacity glass reaction flask
  2. temperaturethe contents were heated

Sources & evidence

ORD record
ord-dd4851b86cd4402f9d605fb594c7ce3b
Source dataset
uspto-grants-1998_12
Patent number
US05847205

Reaction notes

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