Sodium Bicarbonate → 2-Chloro-5-(4-hydroxy-3-methyl-2-(methylimino)-4-thiazolidinyl)benzenesulfonamide

HRID 1703836Notes

Reaction equation

HRID 1703836 reaction equation
Br.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:17])[CH2:13][S:12][C:11](=[N:14][CH3:15])[N:10]2[CH3:16])=[CH:5][C:4]=1[S:18](=[O:21])(=[O:20])[NH2:19].C(=O)(O)[O-].[Na+]>O>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:17])[CH2:13][S:12][C:11](=[N:14][CH3:15])[N:10]2[CH3:16])=[CH:5][C:4]=1[S:18](=[O:20])(=[O:21])[NH2:19]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22760640HCID 22760640, compound

Product 1

HCID 721562-Chloro-5-(4-hydroxy-3-methyl-2-(methylimino)-4-thiazolidinyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of powdered 4-(4-chloro-3-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide were dissolved in 500 ml of water at 50° C., while stirring, 100 ml of saturated sodium bicarbonate solution were added and the solution was thoroughly stirred for 2 hours at 5°-10° C., 4-(4-chloro-3-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol was filtered off and washed several times with water. Melting point: 187°-188° C. (decomposition).

Workup

  1. stirringthe solution was thoroughly stirred for 2 hours at 5°-10° C.
  2. filtration4-(4-chloro-3-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol was filtered off
  3. washwashed several times with water

Sources & evidence

ORD record
ord-c5d3e2899a884243bfbdf58fd4bab6c2
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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