2,4-Dinitroresorcinol → Styphnic acid

HRID 1252788Notes

Reaction equation

HRID 1252788 reaction equation
[N+:1]([C:4]1[C:10]([OH:11])=[C:9]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:7][C:5]=1[OH:6])([O-:3])=[O:2].S(=O)(=O)(O)O.[N+:20]([O-])([OH:22])=[O:21]>>[C:4]1([C:5]([OH:6])=[C:7]([N+:20]([O-:22])=[O:21])[CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[C:10]=1[OH:11])[N+:1]([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 106132,4-DinitroresorcinolHCID 71777668Sulfuric acid, mixt. with nitric acid

Product 1

HCID 6721Styphnic acid

Procedure

U.S. Pat. No. 2,945,890 to Allan shows a method of preparing 2,4-dinitroresorcinol using a sulfuric acid/nitric acid nitrating solution. Apparently, however, styphnic acid (2,4,6-trinitroresorcinol), an undesirable and explosive side product, is also produced in fairly substantial quantities.

Sources & evidence

ORD record
ord-712c97ef632746c39d1955d513923992
Source dataset
uspto-grants-1988_05
Patent number
US04745232

Reaction notes

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