O-Allylhydroxylamine → HCID 178460143, compound

HRID 1973998Notes

Reaction equation

HRID 1973998 reaction equation
[C:1]([CH:5]1[C:10](=[O:11])[NH:9][C:8](=[O:12])[NH:7][C:6]1=[O:13])(=O)[CH2:2][CH3:3].[CH2:14]([O:17][NH2:18])[CH:15]=[CH2:16]>CN(C)C=O>[CH2:14]([O:17][NH:18][C:1](=[C:5]1[C:10](=[O:11])[NH:9][C:8](=[O:12])[NH:7][C:6]1=[O:13])[CH2:2][CH3:3])[CH:15]=[CH2:16]

Participants

4

Reactant 2

HCID 420841O-AllylhydroxylamineHCID 593426HCID 593426, compound

Product 1

HCID 178460143HCID 178460143, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

1.8 g of 5-propionylbarbituric acid was dissolved in 30 ml of dimethylformamide and after the temperature of said solution was raised to 40° C, 1.5 g of allyloxyamine was added to it and the resulting solution was stirred at 40° C during 3 hours and then, about 10 ml of said dimethylformamide was distilled off and after 50 ml of ethanol was added to it, the separated crystal was filtered and recrystallized from ethanol and thereby, 2.1 g of the desired compound was obtained as a white columns.

Workup

  1. distillationabout 10 ml of said dimethylformamide was distilled off
  2. additionafter 50 ml of ethanol was added to it
  3. filtrationthe separated crystal was filtered
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a3ddc00bdb2f44c3ac7d46210612d454
Source dataset
uspto-grants-1976_12
Patent number
US03999974

Reaction notes

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