Hydrochloric Acid → HCID 10512659, compound

HRID 343799Notes

Reaction equation

HRID 343799 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 [J Chem Soc, 117, 784 (1920)] (1.90 g, 9.84 mmol), oxalic acid (1.24 g, 13.8 mmol) and 4M hydrochloric acid (49 ml) was heated at reflux for 4.5 hours. After cooling the solid precipitate was collected by filtration, washed well with water and dried under reduced pressure at 80° C. to afford 1,4-dihydro-6-chloro-7-methylquinoxalin-2,3-dione (1.68 g, 81%) as a dark grey solid, mp>330° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4.5 hours
  3. temperatureAfter cooling the solid precipitate
  4. filtrationwas collected by filtration
  5. washwashed well with water
  6. customdried under reduced pressure at 80° C.

Sources & evidence

ORD record
ord-9ce81233011948cdbbd1448ba567a6d2
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

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