Hydrochloric Acid → HCID 57731981, compound

HRID 401778Notes

Reaction equation

HRID 401778 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([S:12]([NH:15][C:16]2[S:17][C:18]([Cl:21])=[CH:19][N:20]=2)(=[O:14])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+].Cl>O1CCOCC1.O>[Cl:1][C:2]1[CH:11]=[C:10]([S:12]([NH:15][C:16]2[S:17][C:18]([Cl:21])=[CH:19][N:20]=2)(=[O:13])=[O:14])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57732040HCID 57732040, compound

Product 1

HCID 57731981HCID 57731981, compoundYield 61,818.199%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 2-chloro-4-{[(5-chloro-1,3-thiazol-2-yl)amino]sulfonyl}benzoate (Preparation 36, 410 mg, 1.1 mmol) in dioxane (4 ml) was added a solution of sodium hydroxide (93 mg, 2.32 mmol) in water (1.5 ml) and the reaction mixture stirred at room temperature for 1 hour. The reaction mixture was diluted with water (10 ml), added to concentrated HCl (10 ml) and stirred for 10 minutes at room temperature for 15 minutes. The resultant precipitate was collected by filtration to yield the title compound (239 mg, 0.68 mol, 62%).

Workup

  1. stirringstirred for 10 minutes at room temperature for 15 minutes
  2. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-9585d4b491764c03909b7289a564cffd
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Reaction notes

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