Water → HCID 73128512, compound

HRID 2237724Notes

Reaction equation

HRID 2237724 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:13]([CH:14]=[C:15]3[S:19][C:18](=[O:20])[NH:17][C:16]3=[O:21])=[CH:12][N:11]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.[C:28](=O)([O-])[O-].[Na+].[Na+].IC.O>CN(C)C=O>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[C:13]([CH:14]=[C:15]3[S:19][C:18](=[O:20])[N:17]([CH3:28])[C:16]3=[O:21])=[CH:12][N:11]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:10]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 73128513HCID 73128513, compound

Product 1

HCID 73128512HCID 73128512, compoundYield 107.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-[3-(3,5-Difluoro-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-thiazolidine-2,4-dione (Compound No. 58, 0.10 g, 0.21 mmol) was dissolved in 1.0 mL of anhydrous dimethylformamide. Sodium carbonate (26.50 mg, 0.25 mmol) was added under nitrogen atmosphere and iodomethane (20.00 μL, 0.32 mmol) was added 10 minutes later. The mixture was stirred for 2 hours at room temperature. Water was added after the reaction was completed. The resultant solid was washed with water (10 mL×3 times). The solid was dried to obtain 90.0 mg (87%) of the target product.

Workup

  1. washThe resultant solid was washed with water (10 mL×3 times)
  2. customThe solid was dried

Sources & evidence

ORD record
ord-a429615287ac4b59b7262138b62514e0
Source dataset
uspto-grants-2010_05
Patent number
US07718681B2

Reaction notes

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