Methanesulfonyl chloride → HCID 59770543, compound

HRID 2218645Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 59769900HCID 59769900, compound

Product 1

HCID 59770543HCID 59770543, compoundYield 48%

Procedure

Following procedures essentially as described in Example 90, 4-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylamine and methanesulfonyl chloride gives the title compound in 48% yield as a tan solid, mp 210.7° C. 1H NMR (CDCl3) δ 2.72-3.58 (br m, 7H), 6.49 (s, 1H), 6.74 (s, 1H), 6.96-7.49 (m, 12H); MS (ES) 398 (M+Na), 374 (M−H). HPLC shows 98% purity.

Sources & evidence

ORD record: ord-ff2dc4fff68341cb8ecdb80dabaf2e0d
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

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