Butanedione → HCID 178432244, compound

HRID 1461322Notes

Reaction equation

HRID 1461322 reaction equation
[NH2:1][C:2]1[C:11]([NH2:12])=[C:10]([Cl:13])[CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([OH:15])[C:6]([OH:14])=[N:7]2.[CH3:16][C:17](=O)[C:18](=O)[CH3:19]>O>[Cl:13][C:10]1[CH:9]=[C:8]2[N:7]=[C:6]([OH:14])[C:5]([OH:15])=[N:4][C:3]2=[C:2]2[C:11]=1[N:12]=[C:18]([CH3:19])[C:17]([CH3:16])=[N:1]2

Participants

4

Reactant 2

HCID 650ButanedioneHCID 178507817HCID 178507817, compound

Product 1

HCID 178432244HCID 178432244, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

A mixture of 0,5 g (2,24 mmol) 5,6-diamino-7-chloro-2,3-dihydroxyquinoxaline in 10 ml water was at 50° C. added a solution of 0,4 g (4,6 mmol) 2,3-butanedione in 5 ml water. The reaction mixture was stirred at 50° C. for 24 h. After cooling to 25° C., the precipitate was filtered off and washed with water and ethanol to give 0,3 g (50%) 6-chloro-2,3-dihydroxy-8,9-dimethylpyrazino(2,3-f)quinoxaline, m.p.>300° C. NMR (DMSO-d6) 8.47 (1H,s), 2.60 (3H,s), 2.53 (3H,s).

Workup

  1. customwas at 50° C.
  2. temperatureAfter cooling to 25° C.
  3. filtrationthe precipitate was filtered off
  4. washwashed with water and ethanol

Sources & evidence

ORD record
ord-2c93dc1d42a746a3adf88d17ff79b9d0
Source dataset
uspto-grants-1991_12
Patent number
US05075306

Reaction notes

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