Ammonia → HCID 15917588, compound

HRID 354669Notes

Reaction equation

HRID 354669 reaction equation
[N:1]1([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:3][CH:2]1[C:4](OCC)=[O:5].[NH3:14]>C(O)C>[C:4]([CH:2]1[CH2:3][N:1]1[C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:5])[NH2:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15917586HCID 15917586, compound

Product 1

HCID 15917588HCID 15917588, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To 4.67 g. (0.025 mole) diethyl 1,2-aziridine-dicarboxylate in 30 ml. ethanol there is added the equimolar amount of gaseous ammonia dissolved in ethanol and the reaction mixture then left to stand overnight in a refrigerator. The reaction mixture is subsequently evaporated and the desired ethyl 2-carbamoyl-1-aziridine-carboxylate isolated by column chromatography (200 g. silica gel: elution agent acetone/toluene 1:1 v/v). There is obtained 1.4 g. (about 32% of theory) of the ester; m.p. 125°-128° C.

Workup

  1. waitthe reaction mixture then left
  2. customThe reaction mixture is subsequently evaporated

Sources & evidence

ORD record
ord-2eb31ee5353d4ee0aa34b041f6d195e4
Source dataset
uspto-grants-1983_03
Patent number
US04376731

Reaction notes

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