Hydrochloric Acid → n-{[4-(1,3-Dioxobenzo[c]azolidin-2-yl)phenyl]sulfonyl}(phenylamino)carboxamide

HRID 1828128

Reaction equation

HRID 1828128 reaction equation
[O:1]=[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4](=[O:11])[N:3]1[C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.[CH2:22]1[CH2:32][CH2:31][N:30]2[C:25](=NCC[CH2:29]2)[CH2:24][CH2:23]1.C1(S(N=C=O)(=O)=[O:40])C=CC=CC=1.Cl>CS(C)=O>[O:11]=[C:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:2](=[O:1])[N:3]1[C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][C:29]([NH:30][C:25]2[CH:24]=[CH:23][CH:22]=[CH:32][CH:31]=2)=[O:40])(=[O:19])=[O:20])=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76096Phenylsulphonyl isocyanateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 35864944-(1,3-Dioxo-1,3-dihydro-isoindol-2-YL)-benzenesulfonamide

Product 1

HCID 22064432n-{[4-(1,3-Dioxobenzo[c]azolidin-2-yl)phenyl]sulfonyl}(phenylamino)carboxamideYield 100%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 4-(1,3-dioxobenzo[c]azolidin-2-yl)benzenesulfonamide in 660 uL of DMSO was added 60 mg (0.40 mmol) of DBU followed by 36 μl (0.33 mmol) of phenylsulfonylisocyanate. After stirring for 0.5 h, the mixture was poured into 1N HCl, cooled, and the precipitate was collected by filtration and dried under vacuum to give 137 mg (100%) of the titled compound.

Workup

  1. temperaturecooled
  2. filtrationthe precipitate was collected by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-35bb2316b5ea4098835a5ad53e0efc77
Source dataset
uspto-grants-2006_06
Patent number
US07056926B2

Linked notes

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