HCID 178514504, compound → HCID 178526301, compound

HRID 1031104Notes

Reaction equation

HRID 1031104 reaction equation
[N:1]([C:4]1[C:5]([N+:17]([O-:19])=[O:18])=[C:6]2[C:11](=[CH:12][C:13]=1[Cl:14])[N:10]=[C:9]([OH:15])[C:8]([OH:16])=[N:7]2)=[N+]=[N-]>C1(C)C(C)=CC=CC=1>[Cl:14][C:13]1[C:4]2[C:5](=[N+:17]([O-:19])[O:18][N:1]=2)[C:6]2[N:7]=[C:8]([OH:16])[C:9]([OH:15])=[N:10][C:11]=2[CH:12]=1

Participants

3

Reactant 1

HCID 178514504HCID 178514504, compound

Product 1

HCID 178526301HCID 178526301, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 1 g (3,5 mmol) 6-azido-7-chloro-2,3-dihydroxy-5-nitroquinoxaline and 15 ml xylene was refluxed for 3 h. After cooling to 25° C. the precipitate was filtered off and washed with toluene and ether to give 0,86 g (96%) 4-chloro-7,8-dihydroxy-1,2,5-oxadiazolo(3,4-f)quinoxaline-1-oxide, m.p. >300° C. NMR (DMSO-d6): 12.6 (1H, broad s), 12.0 (1H, broad s), 7.10 (1H,s).

Workup

  1. temperaturewas refluxed for 3 h
  2. filtrationwas filtered off
  3. washwashed with toluene and ether

Sources & evidence

ORD record
ord-4151fa5994b1431ba566824a0721d84f
Source dataset
uspto-grants-1992_04
Patent number
US05109001

Reaction notes

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