(Methylthio)acetic acid → Diethyl 2-[(methylsulfenylacetyl)amino]malonate

HRID 1639167Notes

Reaction equation

HRID 1639167 reaction equation
[NH2:1][CH:2]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:13][S:14][CH2:15][C:16](O)=[O:17]>>[CH3:13][S:14][CH2:15][C:16]([NH:1][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:17]

Participants

3

Reactant 2

HCID 75551(Methylthio)acetic acidHCID 81272Propanedioic acid, 2-amino-, 1,3-diethyl ester

Product 1

HCID 15096452Diethyl 2-[(methylsulfenylacetyl)amino]malonateYield 68.4%

Procedure

Diethyl 2-aminomalonate (3.5 g) and methylsulfenylacetic acid (2.2 g) are treated in the same manner as described in Reference Example 1 to give diethyl 2-[(methylsulfenylacetyl)amino]malonate (3.6 g), m.p. 56°-58° C.

Sources & evidence

ORD record
ord-bac6af6f27894778a169fc047b807f3b
Source dataset
uspto-grants-1989_11
Patent number
US04882447

Reaction notes

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