Sodium Hydroxide → HCID 28375123, compound

HRID 401834Notes

Reaction equation

HRID 401834 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-637cd8048d5a4c7da257bb6dcb837f12
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Reaction notes

Loading…