Diethyl Oxalate → HCID 178516908, compound

HRID 848464Notes

Reaction equation

HRID 848464 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([NH2:15])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:4][CH:3]=1.[C:16](OCC)(=[O:22])[C:17](OCC)=[O:18]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:9]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:15]=[C:16]([OH:22])[C:17]2=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7268Diethyl OxalateHCID 522323N-(4-chlorophenyl)benzene-1,2-diamine

Product 1

HCID 178516908HCID 178516908, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(4-Chlorophenyl)benzene-1,2-diamine (11.2 g) was added to diethyl oxalate (50 ml) and the mixture heated under reflux for 2 hours. The mixture was cooled and ethanol (40 ml) was added. The precipitated solid was filtered off and recrystallised from ethanol giving the title compound (11.2 g) mp>300° C.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe mixture was cooled
  4. filtrationThe precipitated solid was filtered off
  5. customrecrystallised from ethanol giving the title compound (11.2 g) mp>300° C.

Sources & evidence

ORD record
ord-5f67bd962ece4c348acec0776cac1378
Source dataset
uspto-grants-1981_10
Patent number
US04296114

Reaction notes

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