Sodium Hydroxide → HCID 13560490, compound

HRID 1164841Notes

Reaction equation

HRID 1164841 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-cd9e4b88f88948c0bd1f5336b7d8ceff
Source dataset
uspto-grants-1990_03
Patent number
US04906635

Reaction notes

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