Acetylacetone → HCID 178426329, compound

HRID 1461324Notes

Reaction equation

HRID 1461324 reaction equation
[NH2:1][C:2]1[C:11]([NH2:12])=[C:10](Cl)[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)[CH2:18][C:19](=O)[CH3:20]>C(O)(=O)C>[OH:15][C:5]1[C:6]([OH:14])=[N:7][C:8]2[CH:9]=[CH:10][C:11]3[NH:12][C:17]([CH3:16])=[CH:18][C:19]([CH3:20])=[N:1][C:2]=3[C:3]=2[N:4]=1

Participants

4

Reactant 2

HCID 31261AcetylacetoneHCID 178507817HCID 178507817, compound

Product 1

HCID 178426329HCID 178426329, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 0,5 g (2,24 mmol) 5,6-diamino-7-chloro-2,3-dihydroxyquinoxaline and 1,0 g (10 mmol) 2,4-pentanedione in 15 ml glacial acetic acid was stirred at 25° C. for 20 h. The precipitate was filtered off and washed with ethanol and ether to give 0,43 g (67%) 2,3-dihydroxy-8,10-dimethyl-7H-pyrazino(2,3-g)(1,5)benzodiazepine, m.p.>300° C. NMR (DMSO-D6): 7.07 (2H,s), 2.33 (3H,s), 2.27(3H,s).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with ethanol and ether

Sources & evidence

ORD record
ord-0d8053a145a945cbafbd0aca66e48ce3
Source dataset
uspto-grants-1991_12
Patent number
US05075306

Reaction notes

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