Oxalic Acid → HCID 18706419, compound

HRID 1422214Notes

Reaction equation

HRID 1422214 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH3:12].[C:13](O)(=[O:17])[C:14](O)=[O:15]>Cl>[CH3:12][C:3]1[C:2]2[C:7]([CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1)=[N:8][C:14](=[O:15])[C:13](=[O:17])[N:1]=2

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 18706451HCID 18706451, compound

Product 1

HCID 18706419HCID 18706419, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 9.3 g (55.63 mmol) of 2,3-diamino-5-nitro-toluene and 14 g of oxalic acid in 93 ml of 6N HCl is heated at reflux for 30 minutes and then stirred at room temperature overnight to complete the reaction. The suspension is filtered and then washed with water, taken up in 250 ml of 2N NaOH and heated at reflux until a homogeneous solution is formed. After cooling, the mixture is acidified to pH 3 and the resulting 5-methyl-7-nitro-quinoxaline-2,3-dione is filtered off.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 30 minutes
  3. customthe reaction
  4. filtrationThe suspension is filtered
  5. washwashed with water
  6. temperatureheated
  7. temperatureat reflux until a homogeneous solution
  8. customis formed
  9. temperatureAfter cooling
  10. filtrationthe resulting 5-methyl-7-nitro-quinoxaline-2,3-dione is filtered off

Sources & evidence

ORD record
ord-3dcbd381057d4b5daad203adf0be67c7
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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