4-Chloro-1,2-diaminobenzene → HCID 178517169, compound

HRID 2412876Notes

Reaction equation

HRID 2412876 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[C:10](OCC)(=[O:16])[C:11](OCC)=[O:12]>>[OH:12][C:11]1[C:10]([OH:16])=[N:9][C:4]2[C:5](=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

3

Reactant 2

HCID 72634-Chloro-1,2-diaminobenzeneHCID 7268Diethyl Oxalate

Product 1

HCID 178517169HCID 178517169, compound

Procedure

A mixture consisting of 100 g. (0.07 mole) of 4-chloro-1,2-phenylenediamine and 750 ml. of diethyl oxalate was refluxed overnight and for a period of approximately 16 hours. Upon completion of this step, the reaction mixture was cooled to room temperature (~20° C.), filtered and the recovered product subsequently washed with ethanol and air-dried to constant weight to ultimately afford 140 g. of pure 2,3-dihydroxy-6-chloroquinoxaline, m.p. >260° C.

Workup

  1. filtrationfiltered
  2. washthe recovered product subsequently washed with ethanol
  3. customair-dried to constant weight to ultimately afford 140 g

Sources & evidence

ORD record
ord-78939308fe6f4ba789ddc51ef0c10b2b
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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