Hydrochloric Acid → HCID 10512659, compound

HRID 842689Notes

Reaction equation

HRID 842689 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([Cl:10])=[CH:5][C:4]=1[NH2:11].[C:12](O)(=[O:16])[C:13](O)=[O:14].Cl>>[Cl:10][C:6]1[CH:5]=[C:4]2[C:3](=[CH:8][C:7]=1[CH3:9])[NH:2][C:13](=[O:14])[C:12](=[O:16])[NH:11]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 971Oxalic AcidHCID 22614914HCID 22614914, compound

Product 1

HCID 10512659HCID 10512659, compoundYield 81.1%

Procedure

A mixture of 1,2-diamino-4-chloro-5-methylbenzene hydrochloride (1.90 g, 9.84 mmol), oxalic acid (1.24 g, 13.8 mmol) and 4M aqueous hydrochloric acid solution (49 mL) was heated under reflux for 4.5 hours. After being cooled, the solid precipitate was collected by filtration, washed well with water and dried under reduced pressure at 80° C. to afford 6-chloro-7-methyl-2,3(1H, 4H)-quinoxalinedione (1.68 g, 81%) as a dark grey solid, mp >330° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4.5 hours
  3. temperatureAfter being cooled
  4. filtrationthe solid precipitate was collected by filtration
  5. washwashed well with water
  6. customdried under reduced pressure at 80° C.

Sources & evidence

ORD record
ord-4bf35da1b42a49efb0f9580a1d6d6940
Source dataset
uspto-grants-2002_04
Patent number
US06376490B1

Reaction notes

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