Potassio isocyanate → HCID 15053738, compound

HRID 477207Notes

Reaction equation

HRID 477207 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH:6][CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:5].[N-:18]=[C:19]=[O:20].[K+]>C(O)(=O)C>[C:19]([NH:2][CH2:3][C:4]([NH:6][CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:5])(=[O:20])[NH2:18]

Participants

4

Reactant 2

HCID 11051572Potassio isocyanateHCID 19837443HCID 19837443, compound

Product 1

HCID 15053738HCID 15053738, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To an aqueous solution of diethyl 2-(glycylamino)malonate hydrochloride (2.7 g) is added potassium isocyanate (1.6 g), and the mixture is stirred for 10 minutes. To the reaction mixture is added acetic acid (0.7 ml), and the mixture is further stirred for 5 hours. The reaction mixture is extracted with chloroform, and the extract is concentrated under reduced pressure. The residue is recrystallized from ethyl acetate to give diethyl 2-(N-carbamoylglycyl)aminomalonate (1.58 g), m.p. 140°-141.5° C.

Workup

  1. stirringthe mixture is further stirred for 5 hours
  2. extractionThe reaction mixture is extracted with chloroform
  3. concentrationthe extract is concentrated under reduced pressure
  4. customThe residue is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-3c5c6432dd764d75bb039f365ae3930f
Source dataset
uspto-grants-1989_12
Patent number
US04886894

Reaction notes

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