N'-Hydroxycyclopropanecarboximidamide → HCID 21279702, compound

HRID 623185Notes

Reaction equation

HRID 623185 reaction equation
[Na].[CH:2]1([C:5](=[N:7][OH:8])[NH2:6])[CH2:4][CH2:3]1.[CH3:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]2[CH:20]=[N:21][C:22]([C:23](OCC)=O)=[C:12]2[C:11]1=[O:28]>C(O)C>[CH:2]1([C:5]2[N:6]=[C:23]([C:22]3[N:21]=[CH:20][N:13]4[C:14]5[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=5)[N:10]([CH3:9])[C:11](=[O:28])[C:12]=34)[O:8][N:7]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 5360545SodiumHCID 13309879HCID 13309879, compound

Product 1

HCID 21279702HCID 21279702, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

50 mg of sodium was dissolved in 25 ml of dry ethanol containing 3 g of molecular sieves (4 Å) and 0.5 g of cyclopropylcarboxamide oxime was added to this mixture and thereupon 0.6 g of ethyl 4,5-dihydro-5-methyl-4-oxo-imidazo(1,5-a)quinoxaline-3-carboxylate. The resulting mixture was refluxed for 2 hours, whereafter the molecular sieves were filtered off. The title compound was isolated after evaporation of the solvent in vacuo, followed by addition of icewater and filtration. Yield 0.4 g of title compound. M.p. 224.7-225.6° C.

Workup

  1. additionwas added to this mixture
  2. temperatureThe resulting mixture was refluxed for 2 hours, whereafter the molecular sieves
  3. filtrationwere filtered off

Sources & evidence

ORD record
ord-01821cad029840a081a1e6968e31265d
Source dataset
uspto-grants-1988_09
Patent number
US04774245

Reaction notes

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