Lithium hydroxide, monohydrate → HCID 16074794, compound

HRID 1015650Notes

Reaction equation

HRID 1015650 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:8][C:9]=1[NH:10][S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=1[CH3:21])(=[O:13])=[O:12])=[O:4].O[Li].O>>[C:22]([C:7]1[S:6][C:5]([C:3]([OH:4])=[O:2])=[C:9]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=2[CH3:21])(=[O:13])=[O:12])[CH:8]=1)([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 20775755HCID 20775755, compound

Product 1

HCID 16074794HCID 16074794, compoundYield 70%

Procedure

Hydrolysis of the 5-tert-Butyl-3-(2,4-dimethyl-benzenesulfonylamino)-thiophene-2-carboxylic acid methyl ester (55 mg, 0.14 mmol) using LiOH.H2O (22 mg) as previously described provided the 5-tert-Butyl-3-(2,4-dimethyl-benzenesulfonylamino)-thiophene-2-carboxylic acid (36 mg, 70% yield) as a solid. 1H NMR (CD3OD, 400 MHz) 7.85 (d, J=8.6 Hz, 1H), 7.14-7.10 (m, 2H), 7.0 (s, 1H), 2.56 (s, 3H), 2.31 (s, 3H), 1.27 (s, 9H).

Sources & evidence

ORD record
ord-08494e606b314dc79dfbc08970b546b8
Source dataset
uspto-grants-2011_07
Patent number
US07985769B2

Reaction notes

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