Nitric Acid → HCID 178494657, compound

HRID 704496Notes

Reaction equation

HRID 704496 reaction equation
[CH3:1][O:2][CH2:3][C:4](O)=O.C(=O)(O)O.[NH2:11][NH:12][C:13]([NH2:15])=[NH:14].[N+]([O-])(O)=O.[C:20](OC)(=[O:25])[CH2:21][C:22]([CH3:24])=O>C(O)(=O)C.O>[OH:25][C:20]1[N:12]2[N:11]=[C:4]([CH2:3][O:2][CH3:1])[N:15]=[C:13]2[N:14]=[C:22]([CH3:24])[CH:21]=1

Participants

7

Reactant 4

HCID 944Nitric AcidHCID 7757Methyl acetoacetateHCID 12251Methoxyacetic AcidHCID 178513185HCID 178513185, compound

Product 1

HCID 178494657HCID 178494657, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 90 g of methoxy acetic acid, 68 g of aminoguanidine bicarbonate, 40 ml of water and 0.5 ml of conc. nitric acid was stirred under reflux for 24 hours, and then condensed. To the resulting residue were added 250 ml of methyl acetoacetate and 5 ml of acetic acid and the mixture was stirred in a bath of 100 to 120° C. After 4 hours, the mixture was cooled by allowing to stand and crystals were collected by filtration, washed with isopropanol and dried to obtain 82 g of the title compound.

Workup

  1. temperatureunder reflux for 24 hours
  2. customcondensed
  3. stirringthe mixture was stirred in a bath of 100 to 120° C
  4. temperaturethe mixture was cooled
  5. filtrationcrystals were collected by filtration
  6. washwashed with isopropanol
  7. customdried

Sources & evidence

ORD record
ord-602c66cd5b124837b0d82c0d2af4f0a9
Source dataset
uspto-grants-1991_01
Patent number
US04987129

Reaction notes

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