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

HRID 1437541

Reaction equation

HRID 1437541 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-80f2d910ef0744a09aecc24fb14ffc22
Source dataset
uspto-grants-2009_11
Patent number
US07622474B2

Linked notes

Loading…