Sodium Hydroxide → HCID 13560490, compound

HRID 2051152Notes

Reaction equation

HRID 2051152 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-5696fc6fffbf4b228f4d20b0ed954d51
Source dataset
uspto-grants-1991_05
Patent number
US05017567

Reaction notes

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