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Ammonia → 1-Pyrrolidineacetamide, N-(2-amino-2-oxoethyl)-2-oxo-

HRID 971989
Notes
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Reaction equation

HRID 971989 reaction equation
C(O[C:4](=[O:16])[CH2:5][NH:6][C:7](=[O:15])[CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])C.[NH3:17]>CO>[O:14]=[C:10]1[CH2:11][CH2:12][CH2:13][N:9]1[CH2:8][C:7]([NH:6][CH2:5][C:4]([NH2:17])=[O:16])=[O:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14715871HCID 14715871, compound

Product 1

HCID 30488331-Pyrrolidineacetamide, N-(2-amino-2-oxoethyl)-2-oxo-Yield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

17.1 g (0.075 mole) of N-(2-oxo-1-pyrrolidineacetyl)-glycine ethyl ester are dissolved in 350 ml of methanol. The solution is saturated with a current of ammonia (about 2 hours), stirring is maintained for 3 hours at ambient temperature. After the reaction mixture has been evaporated to dryness in vacuo, the residue crystallizes quickly, 14.9 g of 2-(2-oxo-1pyrrolidineacetamido)-acetamide being obtained (yield: 100% of theory); M.P. 147°-148° C.

Workup

  1. customAfter the reaction mixture has been evaporated to dryness in vacuo
  2. customthe residue crystallizes quickly

Sources & evidence

ORD record
ord-8b2909cb751b4a7c9c3682a1813fa0f4
Source dataset
uspto-grants-1979_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04162325

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes