Sodium Hydroxide → HCID 28375123, compound

HRID 1808257Notes

Reaction equation

HRID 1808257 reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][S:7]([C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=1)[C:13]([O:15]C)=[O:14])(=[O:9])=[O:8].[OH-].[Na+]>O1CCOCC1>[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][S:7]([C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=1)[C:13]([OH:15])=[O:14])(=[O:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57731983HCID 57731983, compound

Product 1

HCID 28375123HCID 28375123, compoundYield 52.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of methyl 3-[(1,3,4-thiadiazol-2-ylamino)sulfonyl]benzoate (Preparation 103, 1.0 g, 3.35 mmol, 1 eq) in 2.5M sodium hydroxide (5 ml, 13.4 mmol, 4 eq) and dioxane (1 ml) was heated at 50° C. for 4 hours. The organic solvent was evaporated in vacuo and the residue acidified with 2M hydrochloric acid. The resultant precipitate was collected by filtration and washed with water to yield the title compound (0.5 g, 1.75 mmol, 52%).

Workup

  1. customThe organic solvent was evaporated in vacuo
  2. filtrationThe resultant precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-c7dbfa3767cd4394ad7510f20199d31c
Source dataset
uspto-grants-2013_01
Patent number
US08357711B2

Reaction notes

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