Potassium Carbonate → HCID 66652826, compound

HRID 509104Notes

Reaction equation

HRID 509104 reaction equation
[Cl:1][C:2]1[C:3](F)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=2[O:26][CH3:27])[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:36][O:37][C:38]1[CH:43]=[CH:42][C:41]([SH:44])=[CH:40][CH:39]=1>CN(C)C(=O)C>[Cl:1][C:2]1[C:3]([S:44][C:41]2[CH:42]=[CH:43][C:38]([O:37][CH3:36])=[CH:39][CH:40]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=2[O:26][CH3:27])[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:9])=[O:10])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 127654-MethoxybenzenethiolHCID 580422535-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

Product 1

HCID 66652826HCID 66652826, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Procedure

5-Chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (Preparation 2, 0.200 g, 0.433 mmol) and potassium carbonate (0.180 g, 1.30 mmol) were stirred in N,N-dimethylacetamide (1 mL). A solution of 4-methoxythiophenol (0.0576 g, 0.411 mmol) in N,N-dimethylacetamide (2 mL) was added dropwise to the reaction mixture and stirred at ambient temperature for 1 hour. The reaction was quenched with a 1M aqueous solution of sodium hydroxide whereupon a precipitate formed. The precipitate was collect by filtration to afford the title compound (0.224 g, 89%) and this was used in the next step without purification.

Workup

  1. customThe reaction was quenched with a 1M aqueous solution of sodium hydroxide whereupon a precipitate
  2. customformed
  3. filtrationThe precipitate was collect by filtration

Sources & evidence

ORD record
ord-fe47059172f648c59e2becc9531e857f
Source dataset
uspto-grants-2015_08
Patent number
US09096558B2

Reaction notes

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