Methyl Bromide → HCID 67044583, compound

HRID 1944456Notes

Reaction equation

HRID 1944456 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][C:5]=1[S:10](=[O:19])(=[O:18])[NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:21](=O)([O-])[O-].[K+].[K+].CBr>C(#N)C>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][C:5]=1[S:10](=[O:19])(=[O:18])[N:11]([CH3:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 6323Methyl BromideHCID 11430Potassium CarbonateHCID 67044506HCID 67044506, compound

Product 1

HCID 67044583HCID 67044583, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A mixture of 2-phenylsulfamoylnicotinic acid methyl ester (1.8 g), acetonitrile (100 mL) and potassium carbonate (1.9 g) was treated with a mixture of methyl bromide (1.5 mL) and acetonitrile (6.0 mL), and the resulting mixture was stirred at room temperature for 24 hours. The mixture was concentrated under reduced pressure, triturated with dichloromethane and filtered. The filtrate was concentrated under reduced pressure to afford the title compound as a tan oil (1.5 g).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customtriturated with dichloromethane
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6f92e1d275f5494296a1b3ff98c27822
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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