Triethyl phosphite → HCID 178517230, compound

HRID 1031106Notes

Reaction equation

HRID 1031106 reaction equation
[Cl:1][C:2]1[C:3]2[C:4](=[N+:14]([O-])[O:15][N:16]=2)[C:5]2[N:6]=[C:7]([OH:13])[C:8]([OH:12])=[N:9][C:10]=2[CH:11]=1.P(OCC)(OCC)OCC>C(O)C.CN(C)C=O>[Cl:1][C:2]1[C:3]2[C:4](=[N:14][O:15][N:16]=2)[C:5]2[N:6]=[C:7]([OH:13])[C:8]([OH:12])=[N:9][C:10]=2[CH:11]=1

Participants

5

Reactant 2

HCID 31215Triethyl phosphiteHCID 178526301HCID 178526301, compound

Product 1

HCID 178517230HCID 178517230, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 0,6 g (2,4 mmol) 4-chloro-7,8-dihydroxy-1,2,5-oxadiazolo(3,4-f)quinoxaline-1-oxide in a mixture of 14 ml ethanol and 3 ml dimethylformamide was added 0,9 ml (5,3 mmol) triethyl phosphite. The mixture was refluxed for 4 h, and then evaporated in vacuo. The residue was stirred with water and then with ether-ethyl acetate (5:1) to give 0,4 g (71%) 4-chloro-7,8-dihydroxy-1,2,5-oxadiazolo-(3,4-f)quinoxaline, m.p. >300° C. NMR (DMSO-d6 +D2O): 7.40 (1H,s).

Workup

  1. temperatureThe mixture was refluxed for 4 h
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-227ba9849d7348ada50bce430fa2333e
Source dataset
uspto-grants-1992_04
Patent number
US05109001

Reaction notes

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