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

HRID 1871284Notes

Reaction equation

HRID 1871284 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

3

Reactant 2

HCID 146685314-(Chlorosulfonyl)-2-hydroxybenzoic acidHCID 18426311HCID 18426311, compound

Product 1

HCID 10122282HCID 10122282, compoundYield 40.6%

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 title compound as a white solid, mp 190-197° C.; 1H NMR (DMSO-d6) δ 0.77 (t, 3 H), 1.22 (sextet, 2 H), 1.63 (quintet, 2 H), 2.83 (t, 2 H), 6.55 (d, 1 H), 6.66 (dd, 1 H), 7.28-7.38 (m, 8 H), 7.41-7.43 (m, 4 H), 7.51 (dd, 1 H), 7.57 (d, 1 H), 7.64 (d, 1 H), 7.74 (s, 2 H). IR (KBr) 2900, 1675, 1390 and 1190 cm-1. mass spectrum (-ESI), m/z 645 (M-H). Anal. Calcd. for C38H30O8S.2H2O: C, 66.85; H, 5.02; N, 0.00. Found: C, 66.80; H, 4.88; N, 0.07.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f9cf3c9b062f4a369ec0d821db8b77ff
Source dataset
uspto-grants-2000_08
Patent number
US06103708

Reaction notes

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