Iodoethane → HCID 13577658, compound

HRID 2119141Notes

Reaction equation

HRID 2119141 reaction equation
[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([OH:20])=[O:19].[CH2:21](I)[CH3:22]>CN(C)C=O>[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 60726Bromfenac

Product 1

HCID 13577658HCID 13577658, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A slurry of 35.6 g (0.1 mole) of 2-amino-3-(4-bromobenzoyl)benzeneacetic acid in 500 ml of dimethylformamide was treated with 32.0 g (0.2 mole) of ethyl iodide and stirred at ambient temperature for 24 hours. The mixture was filtered and the filtrate was poured into 3.5 liters of water. The solid which precipitated was collected by filtration, washed with water and recrystallized from absolute ethanol to give 26.8 g (74%) of title compound, gold needles, m.p. 107°-109° C.

Workup

  1. filtrationThe mixture was filtered
  2. additionthe filtrate was poured into 3.5 liters of water
  3. customThe solid which precipitated
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customrecrystallized from absolute ethanol

Sources & evidence

ORD record
ord-17f25a542b984298beb96c45d6b0522e
Source dataset
uspto-grants-1987_07
Patent number
US04683242

Reaction notes

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