Lithium hydroxide, monohydrate → HCID 136360367, compound

HRID 425766Notes

Reaction equation

HRID 425766 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10](=[O:29])(=[O:28])[N:11]=[C:12]1[NH:16][C:15](=[O:17])[C:14](=[CH:18][C:19]2[CH:27]=[CH:26][C:22]3[O:23][CH2:24][O:25][C:21]=3[CH:20]=2)[S:13]1)=[O:4].O[Li].O>C1COCC1.O>[O:23]1[C:22]2[CH:26]=[CH:27][C:19]([CH:18]=[C:14]3[S:13][C:12](=[N:11][S:10]([C:9]4[CH:8]=[CH:7][S:6][C:5]=4[C:3]([OH:4])=[O:2])(=[O:28])=[O:29])[NH:16][C:15]3=[O:17])=[CH:20][C:21]=2[O:25][CH2:24]1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 136360390HCID 136360390, compound

Product 1

HCID 136360367HCID 136360367, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

35 mg (0.08 mmol) of 3-(5-Benzo[1,3]dioxol-5-ylmethylene-4-oxo-thiazolidin-2-ylidenesulfamoyl)-thiophene-2-carboxylic acid methyl ester (Example 5) were dissolved in THF/water. 6 mg of LiOH.H2O were added, and the reaction was followed by TLC. After complete saponification the reaction medium was acidified to pH 3.5, where upon the desired compound precipitated. Washing and drying afforded 25 mg (70%) of 3-(5-Benzo[1,3]dioxol-5-ylmethylene-4-oxo-thiazolidin-2-ylidenesulfamoyl)-thiophene-2-carboxylic acid.

Sources & evidence

ORD record
ord-fe7b060f600042d6a154554419e4b769
Source dataset
uspto-grants-2012_01
Patent number
US08106214B2

Reaction notes

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