Methanesulfonyl chloride → HCID 68941327, compound

HRID 2218738Notes

Reaction equation

[Cl:1][C:2]1[C:12]2[CH2:11][O:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[CH:17][C:18]3[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>>[Cl:1][C:2]1[C:12]2[CH2:11][O:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[CH:17][C:18]3[CH:19]=[C:20]([NH:24][S:26]([CH3:25])(=[O:28])=[O:27])[CH:21]=[CH:22][CH:23]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 68936580HCID 68936580, compound

Product 1

HCID 68941327HCID 68941327, compound

Procedure

Following procedures essentially as described in Example 90, the title compound is prepared from 3-(7-chloro-6H-dibenzo[b,e]oxepin-11-ylidenemethyl)-phenylamine and methanesulfonyl chloride. Elute on silica gel with 15% ethyl acetate:toluene gave 530 mg product (86%). 1H NMR (400 MHz, CDCl3) δ 7.463-7.443 (d, 1H), 7.358-7.337 (d, 1H), 7.230-7.155 (m, 2H), 7.116-7.077 (t, 1H), 7.016-6.840 (m, 7H), 6.264 (s, 1H), 5.563 (s, 2H), 2.88 (s, 3H) MS m/z: 410.1 (M−−1).

Workup

washElute on silica gel with 15% ethyl acetate

Sources & evidence

ORD record: ord-2a9c217ac5994025b38eb14b3a3cfd28
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

Loading…