Sodium Hydroxide → HCID 13560490, compound

HRID 868204Notes

Reaction equation

HRID 868204 reaction equation
C([O:3][C:4]([CH2:6][CH:7]1[NH:12][C:11]2[CH:13]=[C:14]([Cl:21])[C:15]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:16][C:10]=2[S:9](=[O:23])(=[O:22])[NH:8]1)=[O:5])C.[OH-].[Na+]>C(O)C>[C:4]([CH2:6][CH:7]1[NH:12][C:11]2[CH:13]=[C:14]([Cl:21])[C:15]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:16][C:10]=2[S:9](=[O:22])(=[O:23])[NH:8]1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136879873-Ethoxycarbonylmethyl-6-chloro-7-sulfamoyl-3, 4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide

Product 1

HCID 13560490HCID 13560490, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Combine 3-ethoxycarbonylmethyl-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide (7.7 g) with ethanol (EtOH) (250 ml) and 1N sodium hydroxide (NaOH) (70 ml) for 4 hours. Concentrate to 50 ml, add 1N hydrochloric acid (HCl) (70 ml), and extract with ethyl acetate (EtOAc). Dry the EtOAc extract over anhydrous magnesium sulfate and concentrate to obtain 3-carboxymethyl-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide.

Workup

  1. concentrationConcentrate to 50 ml
  2. additionadd 1N hydrochloric acid (HCl) (70 ml)
  3. extractionextract with ethyl acetate (EtOAc)
  4. dry with materialDry the EtOAc
  5. extractionextract over anhydrous magnesium sulfate
  6. concentrationconcentrate

Sources & evidence

ORD record
ord-4436d068244b48169a0185cfda8674ea
Source dataset
uspto-grants-1988_10
Patent number
US04778795

Reaction notes

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