Lithium Hydroxide → HCID 57732168, compound

HRID 1808174Notes

Reaction equation

HRID 1808174 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH:7][S:8]([C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1.[OH-].[Li+]>O1CCOCC1.O>[Cl:1][C:2]1[S:6][C:5]([NH:7][S:8]([C:11]2[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:19][CH:20]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 57732131HCID 57732131, compound

Product 1

HCID 57732168HCID 57732168, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 4-{[(5-chloro-1,3-thiazol-2-yl)amino]sulfonyl}benzoate (Preparation 3, 3.2 g, 9.6 mmol, 1 eq) in dioxane (20 ml) was added a 2M solution of lithium hydroxide (20 ml) and the reaction mixture stirred at room temperature for 2 hours. The reaction mixture was diluted with water, washed with ethyl acetate and then acidified with concentrated HCl. The resulting precipitate was collected by filtration to yield the title compound as a light brown solid (3.0 g, 9.0 mmol, 98%).

Workup

  1. washwashed with ethyl acetate
  2. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-677e52e0bbd346788bc315ee275cf928
Source dataset
uspto-grants-2013_01
Patent number
US08357711B2

Reaction notes

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