Nitrourea → HCID 53790219, compound
Reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH:5]1[CH2:9][CH2:8][NH:7][CH2:6]1.[N+]([NH:13][C:14](N)=[O:15])([O-])=O>>[NH2:1][CH2:2][CH2:3][O:4][CH:5]1[CH2:9][CH2:8][N:7]([C:14]([NH2:13])=[O:15])[CH2:6]1Participants
Procedure
Generally speaking, the reaction of a 3-aminoethoxypyrrolidine II with nitrourea to give a 3-aminoethoxypyrrolidine-1-carboxamide I is run in a lower alkanol solvent, e.g., ethanol, usually at or below reflux temperature for a period of time of from about 4 hours to about 18 hours. The reaction of a 3-aminoethoxypyrrolidine II with an isocyanate to give an N-substituted-3-aminoethoxypyrrolidine-1-carboxamide I is run in a dry aprotic solvent such as benzene at room temperature for a period of time up to about 18 hours. The reaction of a 3-aminoethoxypyrrolidine II with a compound having an active halide radical is generally run in a solvent such as dimethylformamide or a lower alkanol at a temperature of from about 70°-90° C. in the presence of an inorganic acid acceptor such as sodium carbonate for a period of from about 8 to 18 hours. The products of Formula I are isolated by methods known to the art such as concentration of the reaction mixture under reduced pressure followed by crystallization of the product from a suitable solvent, distillation of the product in vacuo, or acid base extraction of the reaction mixture.
Sources & evidence
- ORD record
- ord-c94f0a5157fa4d99bf0ef7800084faf7
- Source dataset
- uspto-grants-1978_06
- Patent number
- US04096331
Reaction notes
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