Ammonia → Methoxymalonamic acid
Reaction equation
[CH3:1][O:2][CH:3]([C:8]([O-:10])=O)[C:4]([O:6]C)=[O:5].[NH3:11]>C(Cl)Cl>[CH3:1][O:2][CH:3]([C:8]([NH2:11])=[O:10])[C:4]([OH:6])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 10.4 g of monomethyl methoxymalonate in 70 ml of methylene chloride was added dropwise at -10° C. to 26 ml of 25 percent aqueous ammonia. After stirring the mixture was evaporated and the residue was dissolved in water and chromatographed on a cation exchanger with water. The eluate was concentrated and the residue was triturated with diethyl ether and filtered off. The precipitate was washed with water and dried. There were obtained 8.9 g of methoxymalonamic acid, m.p. 128°-130° C.
Workup
- customwas evaporated
- dissolutionthe residue was dissolved in water
- customchromatographed on a cation exchanger with water
- concentrationThe eluate was concentrated
- customthe residue was triturated with diethyl ether
- filtrationfiltered off
- washThe precipitate was washed with water
- customdried
Sources & evidence
- ORD record
- ord-ba2ee0b710fe47d69c878baff79ad264
- Source dataset
- uspto-grants-1995_11
- Patent number
- US05466708
Reaction notes
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