Potassium bisulfate → HCID 67957548, compound

HRID 1189691Notes

Reaction equation

HRID 1189691 reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1.[Cl:13][C:14]1[CH:22]=[C:21]([F:23])[C:20]([N+:24]([O-:26])=[O:25])=[CH:19][C:15]=1[C:16](Cl)=[O:17].OS([O-])(=O)=O.[K+]>C1COCC1>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:16](=[O:17])[C:15]2[CH:19]=[C:20]([N+:24]([O-:26])=[O:25])[C:21]([F:23])=[CH:22][C:14]=2[Cl:13])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 516920Potassium bisulfateHCID 6008484-(Trifluoromethoxy)anilineHCID 151243842-Chloro-4-fluoro-5-nitrobenzoyl chloride

Product 1

HCID 67957548HCID 67957548, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 4-trifluoromethoxy-aniline (0.82 mL, 5.9 mmol), TEA (2.07 mL, 15 mmol) and THF (20 mL) is slowly dropped to the crude 2-chloro-4-fluoro-5-nitro-benzoic acid chloride (1.40 g, 5.9 mmoll) in 30 mL THF. The mixture is stirred for 1 h, poured into ice water and acidified to pH3 with KHSO4. The mixture is concentrated and the resulting precipitate is collected by filtration, washed with water and dried.

Workup

  1. concentrationThe mixture is concentrated
  2. filtrationthe resulting precipitate is collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-769a4e7f849d49ed81eab9d6da6b3c01
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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