2-Oxoglutaric Acid → HCID 23463849, compound

HRID 444442Notes

Reaction equation

HRID 444442 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.O=[C:12]([CH2:16][CH2:17][C:18](O)=[O:19])[C:13]([OH:15])=[O:14]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[Cl:8])[N:9]=[C:17]([CH2:16][CH2:12][C:13]([OH:15])=[O:14])[C:18](=[O:19])[NH:10]2

Participants

4

Reactant 2

HCID 512-Oxoglutaric AcidHCID 792974,5-Dichloro-1,2-phenylenediamine

Product 1

HCID 23463849HCID 23463849, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following the above procedure, 4,5-dichloro-o-phenylenediamine was reacted with 2-ketoglutaric acid in ethanol to yield 6,7-dichloro-3,4-dihydro-3-oxo-2-quinoxaline propionic acid. Reaction of the free acid with ethanol in the presence of BF3 etherate yielded the corresponding ethyl ester, β-(6,7-dichloro-3,4-dihydro-3-oxo-2-quinoxaline)propionic acid, ethyl ester melting at 183.5-184.5. The free acid had the following analysis.

Sources & evidence

ORD record
ord-6a833b9ce6cf449fbfef1bee1dbe0416
Source dataset
uspto-grants-1981_04
Patent number
US04264600

Reaction notes

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