Methanesulfonyl chloride → HCID 59770016, compound

HRID 2218644Notes

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:18]=[CH:19][C:20]([O:24][CH3:25])=[C:21]([NH2:23])[CH:22]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>>[CH:12]1[C:8]2[CH2:9][CH2:10][C:11]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:6](=[CH:16][C:17]3[CH:18]=[CH:19][C:20]([O:24][CH3:25])=[C:21]([NH:23][S:27]([CH3:26])(=[O:29])=[O:28])[CH:22]=3)[C:7]=2[CH:15]=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 59770020HCID 59770020, compound

Product 1

HCID 59770016HCID 59770016, compoundYield 77%

Procedure

Following procedures essentially as described in Example 90-, 5-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-2-methoxy-phenylamine and methanesulfonyl chloride gives the title compound in 77% yield as a tan foam, mp 192.1° C. 1H NMR (CDCl3) δ 2.74 (s, 3H), 2.80-4.61 (br m, 4H), 4.81 (s, 3H), 6.67-7.50 (m, 13H); MS (ES) 423 (M+NH4), 404 (M−H). HPLC shows 100% purity.

Sources & evidence

ORD record: ord-74ee06e685b046edab57ad3a1f5eea2a
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

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