Acetic Acid → 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

HRID 1067646Notes

Reaction equation

HRID 1067646 reaction equation
[F:1][CH2:2][C:3]1([CH2:18][F:19])[CH:8]=C(C#N)[C:6]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:5]=2[O:4]1.[C:20]([OH:23])(=[O:22])[CH3:21].S(=O)(=O)(O)O>O>[F:1][CH2:2][C:3]1([CH2:18][F:19])[CH:8]=[C:21]([C:20]([OH:23])=[O:22])[C:14]2[CH:13]=[C:12]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:6][C:5]=2[O:4]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 211949804-cyano-2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran

Product 1

HCID 211949872,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.93 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carbonitrile, 20 ml of acetic acid, 10 ml of water and 10 ml of sulfuric acid was heated to reflux for 4.5 hours. The reaction mixture was poured Into ice water and the precipitated crystals were filtered off to give 0.83 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid; m.p. 171-172° C.;

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 4.5 hours
  3. filtrationthe precipitated crystals were filtered off

Sources & evidence

ORD record
ord-94eacf4c62c94a7e8fe438a78b4f8b2b
Source dataset
uspto-grants-2001_06
Patent number
US06248777B1

Reaction notes

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