Ammonia → L-Asparagine, monohydrate

HRID 1728439Notes

Reaction equation

HRID 1728439 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].N[C@H](C(O)=O)CC(O)=O.S(=O)(=O)(O)O.N>CO>[OH2:6].[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 5960L-Aspartic AcidHCID 6267(-)-Asparagine

Product 1

HCID 170358L-Asparagine, monohydrate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A method for the preparation of asparagine, comprising the methylation of aspartic acid in the presence of methanol and sulfuric acid to yield beta-methyl aspartic sulfate, subsequently aminating the intermediate in-situ by the addition of aqueous ammonia and heat to form asparagine monohydrate.

Workup

  1. customto yield beta-methyl aspartic sulfate
  2. temperatureheat

Sources & evidence

ORD record
ord-3cbf46ed1d1549f89e21c0b350b2ef82
Source dataset
uspto-grants-1994_07
Patent number
US05326908

Reaction notes

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