Sodium Hydroxide → 4-(1,1-Dioxo-1,2-thiazolidin-2-yl)-3-methylbenzoic acid

HRID 551195Notes

Reaction equation

HRID 551195 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][C:8]=1[CH3:17].[OH-].[Na+]>C(O)C>[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:16]=[CH:15][C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]=1[CH3:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67048536Methyl 4-(1,1-dioxo-isothiazolidin-2-yl)-3-methyl-benzoate

Product 1

HCID 246888114-(1,1-Dioxo-1,2-thiazolidin-2-yl)-3-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

170 mg (0.63 mmol) methyl 4-(1,1-dioxo-isothiazolidin-2-yl)-3-methyl-benzoate are stirred in 2 ml of ethanol at ambient temperature for 3 hours with 0.6 ml of 2-molar sodium hydroxide solution. Then the reaction solution is evaporated down i. vac., combined with water and 0.6 ml 2-molar hydrochloric acid and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate, evaporated down i. vac. and the residue is further reacted without any more purification.

Workup

  1. customThen the reaction solution is evaporated down i
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. customevaporated down i
  5. customand the residue is further reacted without any more purification

Sources & evidence

ORD record
ord-4d862cedf7a34f3a8c779e73b13444fe
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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