Sodium Hydroxide → HCID 13560490, compound

HRID 637919Notes

Reaction equation

HRID 637919 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-14846f2f4670465584be69fc9870b658
Source dataset
uspto-grants-1985_12
Patent number
US04559340

Reaction notes

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