Ethyl isocyanatoacetate → HCID 178472818, compound

HRID 1462207Notes

Reaction equation

HRID 1462207 reaction equation
[NH2:1][C:2]1[CH2:7][O:6][NH:5][C:4](=[O:8])[N:3]=1.[N:9]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]=[O:11]>CO>[O:8]=[C:4]1[N:3]=[C:2]([NH:1][C:10]([NH:9][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:11])[CH2:7][O:6][NH:5]1

Participants

4

Reactant 2

HCID 76283Ethyl isocyanatoacetateHCID 30069112H-1,2,4-Oxadiazin-3(6H)-one, 5-amino-

Product 1

HCID 178472818HCID 178472818, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.0 g (0.0086 mole) of 5-amino-6H-1,2,4-oxadiazin-3(2H)-one and 1.0 g (0.0086 mole) of ethyl isocyanatoacetate in methanol is combined with cooling and stirring to give the desired product of N-(3,6-dihydro-3-oxo-2H-1,2,4-oxadiazin-5-yl)aminocarbonyl-glycine, ethyl ester which was isolated by filtration, followed by washing with ether and drying. A yield of 0.5 g (72 percent) is obtained.

Workup

  1. temperaturewith cooling

Sources & evidence

ORD record
ord-9d60fe15a45047419b24f01b43836250
Source dataset
uspto-grants-1984_07
Patent number
US04459403

Reaction notes

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