Benzenesulfonic Acid → HCID 131725981, compound

HRID 2118023Notes

Reaction equation

[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]3[C:10]([CH2:11][N:12]([CH3:14])[CH2:13][C:4]=2[CH:3]=1)=[N:9][N:8]=[C:7]3[CH:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:17][CH2:16]1.[C:29]1([S:35]([OH:38])(=[O:37])=[O:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CO.O>[S:35]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([OH:38])(=[O:37])=[O:36].[S:35]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([OH:38])(=[O:37])=[O:36].[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]3[C:10]([CH2:11][N:12]([CH3:14])[CH2:13][C:4]=2[CH:3]=1)=[N:9][N:8]=[C:7]3[CH:15]1[CH2:16][CH2:17][N:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:19][CH2:20]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a suspension of 8-Chloro-5-methyl-1-(3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (25.3 g, 64 mmol) in methanol (250 ml) was added benzenesulfonic acid (20.3 g, 128 mmol). The yellow solution was heated to 60° C. for 1 hour and then allowed to cool to ambient temperature and stirred for 16 hours. The mixture was cooled in iced water for 1 hour before filtering under vacuum to afford a white granular solid which, after being dried at 50° C. under vacuum for 16 hours, afforded the title compound (41.3 g).

Workup

temperatureto cool to ambient temperature
filtrationbefore filtering under vacuum
customto afford a white granular solid which
customafter being dried at 50° C. under vacuum for 16 hours

Sources & evidence

ORD record: ord-704399af6a88488597e2d3f8da1fe665
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07442795B2

Reaction notes

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