Potassium Nitrate → HCID 86745190, compound

HRID 346145Notes

Reaction equation

HRID 346145 reaction equation
[C:1]([NH:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[C:11]([C:19]([F:22])([F:21])[F:20])[CH:10]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2].[N+:23]([O-])([O-:25])=[O:24].[K+]>S(=O)(=O)(O)O>[C:1]([NH:8][C:9]1[CH:10]=[C:11]([C:19]([F:20])([F:21])[F:22])[CH:12]=[C:13]([C:15]([F:16])([F:17])[F:18])[C:14]=1[N+:23]([O-:25])=[O:24])([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 2780071Ethyl 2-[[3,5-bis(trifluoromethyl)phenyl]amino]-2-oxoacetate

Product 1

HCID 86745190HCID 86745190, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 4.3 g (13 mmol) N-ethoxalyl-3,5-bistrifluoromethylaniline in 15 ml concentrated sulfuric acid was added at 0° C. 1.5 g (15 mmol) potassium nitrate. Stirring was continued at 0° C. for 90 min., and then at 25° C. for 120 min. The reaction mixture was poured into 100 ml ice-water and the precipitate was filtered off. The crude product was purified by column chromatography on silica gel with toluene/ethylacetate 5:1 as eluent, to give 0.44 g (9%) of N-ethoxalyl-3,5-bistrifluoromethyl-2-nitroaniline. M.p. 115.0° C.

Workup

  1. waitat 25° C. for 120 min
  2. filtrationthe precipitate was filtered off
  3. customThe crude product was purified by column chromatography on silica gel with toluene/ethylacetate 5:1 as eluent

Sources & evidence

ORD record
ord-60cc7ab610d544a491102f2f53b7cd96
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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