Sulfuric Acid → 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboamide

HRID 363474Notes

Reaction equation

HRID 363474 reaction equation
[C:1]([C:3]1[C:8]2[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[CH:12][C:7]=2[O:6][C:5]([CH2:18][F:19])([CH2:16][F:17])[CH:4]=1)#[N:2].S(=O)(=O)(O)[OH:21]>>[F:19][CH2:18][C:5]1([CH2:16][F:17])[CH:4]=[C:3]([C:1]([NH2:2])=[O:21])[C:8]2[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[CH:12][C:7]=2[O:6]1

Participants

3

Reactant 2

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

Product 1

HCID 218313032,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboamide

Procedure

A mixture of 3 g of 4-cyano-2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran and 20 ml of sulfuric acid was stirred for 36 hours. The reaction mixture was poured into ice water and the separated crystal was collected by filtration. The above-obtained crystal was diluted with ethyl acetate and the organic layer was washed with water and dried. The solvent was distilled off to obtain 3 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboamide represented by the following formula.

Workup

  1. filtrationthe separated crystal was collected by filtration
  2. additionThe above-obtained crystal was diluted with ethyl acetate
  3. washthe organic layer was washed with water
  4. customdried
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-e0364a9940d642ac8b02787dd210f111
Source dataset
uspto-grants-1999_02
Patent number
US05874446

Reaction notes

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