Nitric Acid → HCID 20322688, compound

HRID 259530Notes

Reaction equation

HRID 259530 reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]1([N:11]2[CH:15]=[N:14][N:13]=[C:12]2[C:16]([F:19])([F:18])[F:17])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>S(=O)(=O)(O)O>[N+:1]([C:7]1[CH:6]=[C:5]([N:11]2[CH:15]=[N:14][N:13]=[C:12]2[C:16]([F:17])([F:18])[F:19])[CH:10]=[CH:9][CH:8]=1)([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 20322684HCID 20322684, compound

Product 1

HCID 20322688HCID 20322688, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Fuming nitric acid (0.5 g) was added to 4-phenyl-3-trifluoromethyl-1,2,4-triazole (1.06 g) (see Example 1) in concentrated sulphuric acid (15 ml) at 5°-10° and then slowly heated to 85° for 1 hr. The cooled acid solution was poured onto ice to give 4-(3-nitrophenyl)-3-trifluoromethyl-1,2,4-triazole (0.82 g, 63.4%) m.p. 142° (from benzene). Found: C, 41.70%, H, 2.13%; F, 22.1%; N, 21.43%. C9H5F3N4O2 requires: C, 41.87%; H, 1.95%; H, 1.95%; F,22.1%; N, 21.70%). High resolution nmr spectroscopy indicated substitution in the m-position of the phenyl ring. m/e, 259.

Workup

  1. temperatureslowly heated to 85° for 1 hr
  2. additionThe cooled acid solution was poured onto ice

Sources & evidence

ORD record
ord-a056b7bdb6e345448b3ef748458ebcfb
Source dataset
uspto-grants-1977_07
Patent number
US04038405

Reaction notes

Loading…