3-Hydroxybenzoic Acid → HCID 11626718, compound

HRID 2239676Notes

Reaction equation

CC1C=CC(S([O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]2[C:17](=[O:33])[N:18]([C:29]([CH3:32])([CH3:31])[CH3:30])[S:19](=[O:28])(=[O:27])[C:20]=2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=O)=O)=CC=1.O[C:35]1[CH:36]=[C:37]([CH:41]=[CH:42][CH:43]=1)[C:38]([OH:40])=[O:39]>>[C:29]([N:18]1[C:17](=[O:33])[C:16]([NH:15][CH2:14][CH2:13][CH2:12][O:11][C:35]2[CH:36]=[C:37]([CH:41]=[CH:42][CH:43]=2)[C:38]([OH:40])=[O:39])=[C:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[S:19]1(=[O:28])=[O:27])([CH3:32])([CH3:30])[CH3:31]

Participants

Reactant 2

HCID 74203-Hydroxybenzoic Acid

HCID 866258673-[(2-Tert-butyl-1,1-dioxido-3-oxo-5-phenyl-2,3-dihydroisothiazol-4-yl)amino]propyl 4-methylbenzenesulfonate

Product 1

HCID 11626718HCID 11626718, compound

Procedure

The title compound was prepared from 3-[(2-tert-butyl-1,1-dioxido-3-oxo-5-phenyl-2,3-dihydroisothiazol-4-yl)amino]propyl 4-methylbenzenesulfonate and 3-hydroxybenzoic acid in a similar manner as described for Example 12. 1H NMR (500 MHz, d8-THF): δ 7.62-7.58 (d, 1H), 7.57-7.51 (m, 2H), 7.49 (s, 1H), 7.46-7.42 (m, 3H), 7.31 (t, 1H), 7.30 (t, 1H), 6.51 (t, 1H), 3.82 (t, 2H), 3.14-3.08 (m, 2H), 1.83-1.78 (m, 2H), 1.70 (s, 9H); 13C NMR (125 MHz, d8-THF): δ 166.7, 159.8, 158.9, 135.5, 132.5, 131.9, 129.2, 129.1, 128.4, 126.4, 122.1, 119.1, 114.9, 106.9, 65.6, 60.4, 41.3, 29.0, 26.9; Mass Spectrum: M+H+ 459.

Sources & evidence

ORD record: ord-53e80e7262904241959c504af1811113
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723333B2

Reaction notes

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