Benzenesulfonic Acid → N-[2-(diethylamino)ethyl]-N-(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)-3-[2-(1-naphthyl)ethoxy]propanamide mono besylate

HRID 556724Notes

Reaction equation

HRID 556724 reaction equation
[C:1]1([S:7]([OH:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([N:13]([CH2:50][CH3:51])[CH2:14][CH2:15][N:16]([CH2:34][CH2:35][NH:36][CH2:37][CH2:38][C:39]1[C:47]2[S:46][C:45](=[O:48])[NH:44][C:43]=2[C:42]([OH:49])=[CH:41][CH:40]=1)[C:17](=[O:33])[CH2:18][CH2:19][O:20][CH2:21][CH2:22][C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1)[CH3:12]>CO>[S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([OH:10])(=[O:9])=[O:8].[CH2:50]([N:13]([CH2:11][CH3:12])[CH2:14][CH2:15][N:16]([CH2:34][CH2:35][NH:36][CH2:37][CH2:38][C:39]1[C:47]2[S:46][C:45](=[O:48])[NH:44][C:43]=2[C:42]([OH:49])=[CH:41][CH:40]=1)[C:17](=[O:33])[CH2:18][CH2:19][O:20][CH2:21][CH2:22][C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1)[CH3:51]

Participants

4

Reactant 2

HCID 7371Benzenesulfonic AcidHCID 16035068Azd-3199

Product 1

HCID 25030848N-[2-(diethylamino)ethyl]-N-(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)-3-[2-(1-naphthyl)ethoxy]propanamide mono besylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzenesulfonic acid (158.51 mg) was added to a solution of N-[2-(diethylamino)ethyl]-N-(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)-3-[2-(1-naphthyl)ethoxy]propanamide (0.58 g) in methanol (5.8 mL) producing an clear solution. The mixture was stirred at room temperature for 1 h. The title compound was obtained as an amorphous solid after evaporation to dryness.

Workup

  1. customproducing an clear solution

Sources & evidence

ORD record
ord-bc4195bce3b34e6c9fabd16a6e0d38f9
Source dataset
uspto-grants-2011_11
Patent number
US08058294B2

Reaction notes

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