Sodium Hydroxide → HCID 20186440, compound

HRID 2308941Notes

Reaction equation

HRID 2308941 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:14](=[O:15])[CH2:13][C:12]3[C:8](=[N:9][N:10]([CH2:16][C:17]([O:19]CC)=[O:18])[CH:11]=3)[C:6]=2[CH:7]=1.[OH-].[Na+]>CO>[C:17]([CH2:16][N:10]1[CH:11]=[C:12]2[CH2:13][S:14](=[O:15])[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][C:6]=3[C:8]2=[N:9]1)([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20186416HCID 20186416, compound

Product 1

HCID 20186440HCID 20186440, compoundYield 28.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 8-chloro-2-ethoxycarbonylmethyl-2,4-dihydro[1]benzothiopyrano[4,3-c]pyrazole 5-oxide (3 g) and 1N aqueous sodium hydroxide (9.25 ml) in methanol (90 ml) was stirred at ambient temperature for 30 minutes and then evaporated in vacuo. To the residue were added 1N hydrochloric acid and ethyl acetate, the insoluble material was collected by suction, and washed with water. The obtained crude product was recrystallized from a mixture of ethanol and n-hexane to give 2-carboxymethyl-8-chloro-2,4-dihydro[1]benzothiopyrano[4,3-c]pyrazole 5-oxide (0.78 g).

Workup

  1. customevaporated in vacuo
  2. additionTo the residue were added 1N hydrochloric acid and ethyl acetate
  3. customthe insoluble material was collected by suction
  4. washwashed with water
  5. customThe obtained crude product
  6. customwas recrystallized from a mixture of ethanol and n-hexane

Sources & evidence

ORD record
ord-1162cef44cc843019787dc5754888863
Source dataset
uspto-grants-1987_09
Patent number
US04692444

Reaction notes

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