Hydrochloric Acid → HCID 10823051, compound

HRID 343808Notes

Reaction equation

HRID 343808 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([Cl:10])=[CH:4][C:3]=1[NH2:11].[C:12](O)(=[O:16])[C:13](O)=[O:14].Cl>>[Cl:10][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[CH2:8][CH3:9])[NH:1][C:13](=[O:14])[C:12](=[O:16])[NH:11]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 971Oxalic AcidHCID 10631005HCID 10631005, compound

Product 1

HCID 10823051HCID 10823051, compoundYield 80.1%

Procedure

A mixture of 1,2-diamino4-chloro-5-ethylbenzene (2.70 g, ca 13 mmol), oxalic acid (1.65 g, 18.3 mmol) and 4M hydrochloric acid (66 ml) was heated at reflux for 4.6 h, cooled, and the grey solid collected by filtration and washed with water. The solid was dried under reduced pressure at 50° C. to afford 1,4-dihydro-6-chloro-7-ethylquinoxalin-2,3-dione (2.34 g, 80%), mp>315° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4.6 h
  3. temperaturecooled
  4. filtrationthe grey solid collected by filtration
  5. washwashed with water
  6. customThe solid was dried under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-589ec023cccf4dd19f5ebf06bd29963f
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

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