Nitric Acid → HCID 19990425, compound

HRID 346157Notes

Reaction equation

HRID 346157 reaction equation
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([C:16]([F:19])([F:18])[F:17])[CH:10]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2].[N+:20]([O-])([OH:22])=[O:21]>>[C:1]([NH:8][C:9]1[C:14]([N+:20]([O-:22])=[O:21])=[CH:13][C:12]([Cl:15])=[C:11]([C:16]([F:17])([F:18])[F:19])[CH:10]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 361039HCID 361039, compound

Product 1

HCID 19990425HCID 19990425, compoundYield 72%

Conditions

Temperature
25 °C

Procedure

6.0 g (20.6 mmol) N-ethoxalyl-4-chloro-3-trifluoromethylaniline was dissolved in 30 ml 100% nitric acid and the reaction mixture was stirred at 25° C. for 16 h. The reaction mixture was poured into 500 ml ice-water. The crude product was filtered off, washed with water and recrystalized (ethanol) to give 4.95 g (72%) of N-ethoxalyl-4-chloro-6-nitro-3-trifluoromethylaniline. M.p. 96.5°-97.5° C.

Workup

  1. filtrationThe crude product was filtered off
  2. washwashed with water
  3. customrecrystalized (ethanol)

Sources & evidence

ORD record
ord-58f86b97c78d44218496eb4d039bce64
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

Loading…