Methyl iodide → HCID 13338276, compound

HRID 358455Notes

Reaction equation

HRID 358455 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]([NH:19][C:20](=[O:29])[C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=2[F:28])=[O:18])[CH:5]=[C:6]([Cl:15])[C:7]=1[O:8][C:9]([F:14])([F:13])[CH:10]([Cl:12])[Cl:11].[OH-].[K+].I[CH3:33]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]([N:19]([CH3:33])[C:20](=[O:29])[C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=2[F:28])=[O:18])[CH:5]=[C:6]([Cl:15])[C:7]=1[O:8][C:9]([F:13])([F:14])[CH:10]([Cl:11])[Cl:12]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 13338275HCID 13338275, compound

Product 1

HCID 13338276HCID 13338276, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(((3,5-Dichloro-4-(2,2-dichloro-1,1-difluoroethoxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide (9.9 g, 0.02 mole) and KOH (1.4 g, 87 percent purity, 0.02 mole) were added to 50 ml dimethylformamide with stirring, giving a clear solution. Iodomethane (3.2 g, 0.022 mole) was added and the resulting solution was stirred at room temperature for about 24 hours. The precipitated product was collected by suction filtration and dried. The product was purified by recrystallization from isopropanol. The purified product was a white solid melting at 153°-155° C. NMR spectral features support the structural assignment.

Workup

  1. customgiving a clear solution
  2. stirringthe resulting solution was stirred at room temperature for about 24 hours
  3. filtrationThe precipitated product was collected by suction filtration
  4. customdried
  5. customThe product was purified by recrystallization from isopropanol

Sources & evidence

ORD record
ord-734588d7664e4917871c3aed565d7d4b
Source dataset
uspto-grants-1984_08
Patent number
US04468405

Reaction notes

Loading…