4-(Chlorosulfonyl)-2-hydroxybenzoic acid → HCID 11827572, compound
Reaction equation
[CH3:1][C:2]1[S:6][C:5]2[CH:7]=[C:8]3[C:13](=[C:14]([C:15]4[CH:20]=[C:19]([CH3:21])[C:18]([OH:22])=[C:17]([CH3:23])[CH:16]=4)[C:4]=2[C:3]=1[CH3:24])[CH:12]=[CH:11][CH:10]=[CH:9]3.Cl[S:26]([C:29]1[CH:37]=[CH:36][C:32]([C:33]([OH:35])=[O:34])=[C:31]([OH:38])[CH:30]=1)(=[O:28])=[O:27]>>[CH3:1][C:2]1[S:6][C:5]2[CH:7]=[C:8]3[C:13](=[C:14]([C:15]4[CH:20]=[C:19]([CH3:21])[C:18]([O:22][S:26]([C:29]5[CH:37]=[CH:36][C:32]([C:33]([OH:35])=[O:34])=[C:31]([OH:38])[CH:30]=5)(=[O:28])=[O:27])=[C:17]([CH3:23])[CH:16]=4)[C:4]=2[C:3]=1[CH3:24])[CH:12]=[CH:11][CH:10]=[CH:9]3Participants
3
Procedure
The title compound was prepared according to the procedure in Example 1, step 9, using 4-(2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2,6-dimethyl-phenol (2.052 g, 6.171 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (5.840 g, 24.68 mmol). Purification on 2% H3PO4 /MeOH treated Biotage KP-Sil, eluting with a 15 & 25% EtOAc/hexane step gradient gave 2.05 g (62%) of the title compound. 1H NMR (DMSO-d6) δ 1.60 (s, 3 H), 2.16 (s, 6 H), 2.42 (s, 3 H), 7.17 (s, 2 H), 7.38-7.40 (m, 2 H), 7.47-7.56 (m, 3 H), 7.98 (d, 1 H), 8.09 (d, 1 H), 8.50 (s, 1 H).
Workup
- customThe title compound was prepared