4-(Chlorosulfonyl)-2-hydroxybenzoic acid → HCID 10122282, compound

HRID 1067309Notes

Reaction equation

[CH2:1]([C:5]1[O:6][C:7]2[CH:34]=[CH:33][CH:32]=[CH:31][C:8]=2[C:9]=1[C:10]([C:12]1[CH:13]=[C:14]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:15]([OH:24])=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=1)=[O:11])[CH2:2][CH2:3][CH3:4].Cl[S:36]([C:39]1[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[C:41]([OH:48])[CH:40]=1)(=[O:38])=[O:37]>>[CH2:1]([C:5]1[O:6][C:7]2[CH:34]=[CH:33][CH:32]=[CH:31][C:8]=2[C:9]=1[C:10]([C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]([O:24][S:36]([C:39]2[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[C:41]([OH:48])[CH:40]=2)(=[O:38])=[O:37])=[C:14]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:13]=1)=[O:11])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 146685314-(Chlorosulfonyl)-2-hydroxybenzoic acid

HCID 18426311HCID 18426311, compound

Product 1

HCID 10122282HCID 10122282, compound

Procedure

The title compound was prepared according to the procedure in Example 1, step 2, using (2-n-butyl-benzofuran-3-yl)-(2′-hydroxy-[1,1′;3′,1″]terphenyl-5′-yl)-methanone (0.136 g, 0.305 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.144 g, 6.09 mmol) to give 0.080 g (38%) of the tide compound as a white solid, mp 190-197° C.; 1H NMR (DMSO-d6) δ0.77 (t, 3H), 1.22 (sextet, 2H), 1.63 (quintet, 2H), 2.83 (t, 2H), 6.55 (d, 1H), 6.66 (dd, 1H), 7.28-7.38 (m, 8H), 7.41-7.43 (m, 4H), 7.51 (dd, 1H), 7.57 (d, 1H), 7.64 (d, 1H), 7.74 (s, 2H). IR (KBr) 2900, 1675, 1390 and 1190 cm−1. mass spectrum (−ESI), m/z 645 (M−H). An al. Calcd. for C38H30O8S.2H2O: C, 66.85; H, 5.02; N, 0.00. Found: C, 66.80; H, 4.88; N, 0.07.

Sources & evidence

ORD record: ord-6bd4707e1203493493f2479c87a0d0d2
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06248764B1

Reaction notes

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