Diethyl Oxalate → HCID 12897298, compound

HRID 839430Notes

Reaction equation

HRID 839430 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 or 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. customThe cooled reaction mixture
  2. customthe crude product collected (19.2 grams, M.P. 150° C.)
  3. customTwo recrystallizations from methanol
  4. customgive off white crystals (6.65 grams, 155°-160°)

Sources & evidence

ORD record
ord-6d0e8acd08c04648bfe055cecb6cc333
Source dataset
uspto-grants-1978_06
Patent number
US04095028

Reaction notes

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