Sodium Hydroxide → HCID 86612993, compound

HRID 2235518Notes

Reaction equation

HRID 2235518 reaction equation
[C:1]1([CH3:26])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[S:11][C:12]2[C:18]([C:19]([O:21]C)=[O:20])=[CH:17][C:16]([N+:23]([O-:25])=[O:24])=[CH:15][C:13]=2[N:14]=1.[OH-].[Na+]>CO.C1COCC1>[C:1]1([CH3:26])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[S:11][C:12]2[C:18]([C:19]([OH:21])=[O:20])=[CH:17][C:16]([N+:23]([O-:25])=[O:24])=[CH:15][C:13]=2[N:14]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86612994HCID 86612994, compound

Product 1

HCID 86612993HCID 86612993, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a mixture of methyl 2-mesitylamino-5-nitro-1,3-benzothiazole-7-carboxylate (230 mg, 0.619 mmol) (prepared in example 19) in methanol (5 ml) and THF (5 ml) was added 1 N NaOH solution (2.48 ml, 2.48 mmol). The mixture was stirred at 50° C. for 3 h. The solvent was evaporated under vacuum and the aqueous residue was neutralized with 1N HCl solution. The resulting precipitate was collected by filtration and dried under vacuum to afford 177 mg of the title compound.

Workup

  1. customThe solvent was evaporated under vacuum
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-16409c18ce5b424891fe84318ea5c190
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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