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

HRID 1629841Notes

Reaction equation

HRID 1629841 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-30a07968824445cfa6852d9430cfd051
Source dataset
uspto-grants-2014_07
Patent number
US08791103B2

Reaction notes

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