Sulfuric Acid → HCID 23337698, compound

HRID 903117Notes

Reaction equation

HRID 903117 reaction equation
[CH3:1][CH:2]([CH3:18])[CH:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:8]=1Cl)[C:4]#[N:5].[OH:19]S(O)(=O)=O>O>[F:14][C:13]([F:16])([F:15])[C:10]1[CH:11]=[CH:12][C:7]([NH:6][CH:3]([CH:2]([CH3:18])[CH3:1])[C:4]([NH2:5])=[O:19])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 20283993HCID 20283993, compound

Product 1

HCID 23337698HCID 23337698, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.63 g (0.015 mol) of the above nitrile, 10 ml of conc. H2SO4 and 0.5 ml of water, under nitrogen, is allowed to stand at room temperature for about 24 hours. The mixture is poured onto about 40 g of ice and extracted with ether. The ether extracts are washed with water and brine, dried over sodium sulfate and solvent removed to give 2-(4-trifluoromethylphenylamino)-3-methylbutyramide (VI; R is hydrogen), which can be recrystallized from ether/hexane, m.p. 93°-94°.

Workup

  1. extractionextracted with ether
  2. washThe ether extracts are washed with water and brine
  3. dry with materialdried over sodium sulfate and solvent
  4. customremoved

Sources & evidence

ORD record
ord-9aca378c95b94912897d3de295e84611
Source dataset
uspto-grants-1980_10
Patent number
US04226802

Reaction notes

Loading…