2,5-Hexanedione → HCID 22097066, compound

HRID 1458859Notes

Reaction equation

HRID 1458859 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[C:7](=[O:18])[C:6](=[O:19])[NH:5]2.[CH3:20][C:21](=O)[CH2:22][CH2:23][C:24](=O)[CH3:25]>C(O)(=O)C>[Cl:12][C:11]1[CH:10]=[C:9]2[C:4]([NH:5][C:6](=[O:19])[C:7](=[O:18])[N:8]2[CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:3][C:2]=1[N:1]1[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]1[CH3:20]

Participants

4

Reactant 2

HCID 80352,5-HexanedioneHCID 22097138HCID 22097138, compound

Product 1

HCID 22097066HCID 22097066, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.0 g (20.2 mmol) of 6-amino-7-chloro-1-(methoxycarbonylmethyl)-2,3(1H,4H)-quinoxalinedione and 2.4 ml (20.2 mmol) of 2,5-hexanedione were refluxed in 75 ml of glacial acetic acid for 0.5 h. The mixture was then poured into ice-water and the precipitate was filtered off with suction to yield 5.5 g (74%) of the product.

Workup

  1. filtrationthe precipitate was filtered off with suction

Sources & evidence

ORD record
ord-cb1f2128aebf4d90b3a5c1d1deb6e60b
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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