Hydrochloric Acid → Ethyl 2-[(3,4-dicyanophenyl)amino]-2-oxoacetate

HRID 346137Notes

Reaction equation

HRID 346137 reaction equation
[C:1]([NH:8][C:9]1[CH:10]=[C:11]([C:18]([NH2:20])=O)[C:12](=[CH:16][CH:17]=1)[C:13]([NH2:15])=O)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2].P(Cl)(Cl)(Cl)=O.Cl>N1C=CC=CC=1>[C:1]([NH:8][C:9]1[CH:10]=[C:11]([C:18]#[N:20])[C:12](=[CH:16][CH:17]=1)[C:13]#[N:15])([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 14391494HCID 14391494, compound

Product 1

HCID 14391495Ethyl 2-[(3,4-dicyanophenyl)amino]-2-oxoacetateYield 77%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 7.0 g (25.1 mmol) 4-ethoxalylaminophthalamide in 75 ml dry pyridine was gradually added 4.1 ml (44.8 mmol) phosphorus oxychloride. Stirring was continued at 25° C. for 30 min. The reaction mixture was poured into 300 ml ice-cooled 4N hydrochloric acid to give 4.7 g (77%) of 4-ethoxalylaminopthalonitrile. M.p. 193.7° C.

Sources & evidence

ORD record
ord-05271948ff0f4efebf76330a338445aa
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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