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

HRID 38138

Reaction equation

HRID 38138 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-3f86b4a6238c4b95beaa910d7371ff36
Source dataset
uspto-grants-2013_09
Patent number
US08524721B2

Linked notes

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