Diethyl Oxalate → HCID 12897298, compound

HRID 1278421Notes

Reaction equation

HRID 1278421 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[C:9]([O:16][CH2:17][CH3:18])(=[O:15])[C:10]([O:12]CC)=O>CCOCC>[C:1]1([NH:8][C:10](=[O:12])[C:9]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:10](=[O:12])[C:9]([O:16][CH2:17][CH3:18])=[O:15])[CH:2]=1

Participants

4

Reactant 2

HCID 7268Diethyl OxalateHCID 7935M-Phenylenediamine

Product 1

HCID 12897298HCID 12897298, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of m-phenylenediamine (10.8 grams) (0.10 ml.) and diethyl oxalate (50 ml.) is refluxed for 2.5 hours. The cooled reaction mixture is diluted with ether (200 ml.) and the crude product collected (19.2 grams, M.P. 150° C.). Two recrystallizations from methanol give off white crystals (6.65 grams, 155°-160°).

Workup

  1. temperatureis refluxed for 2.5 hours
  2. customThe cooled reaction mixture
  3. customthe crude product collected (19.2 grams, M.P. 150° C.)
  4. customTwo recrystallizations from methanol
  5. customgive off white crystals (6.65 grams, 155°-160°)

Sources & evidence

ORD record
ord-f83c59c9a9c949bb832514b48af9153f
Source dataset
uspto-grants-1981_07
Patent number
US04281151

Reaction notes

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