2-Oxopropanoyl chloride → N-(5-chloro-2-{3-[4-(2-hydroxy-2-methylpropylsulfamoyl)-phenyl]-propionyl}-phenyl)-2-oxo-N-phenyl-propionamide

HRID 1697085Notes

Reaction equation

HRID 1697085 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:26])[CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[C:4]([NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:3]=1.[O:34]=[C:35]([CH3:39])[C:36](Cl)=[O:37]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:26])[CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17](=[O:19])(=[O:18])[NH:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])=[CH:13][CH:12]=2)=[C:4]([N:27]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:36](=[O:37])[C:35](=[O:34])[CH3:39])[CH:3]=1

Participants

4

Reactant 2

HCID 5217912-Oxopropanoyl chlorideHCID 598461744-[3-(4-chloro-2-phenylaminophenyl)-3-oxo-propyl]-N-(2-hydroxy-2-methylpropyl)-benzenesulfonamide

Product 1

HCID 59846199N-(5-chloro-2-{3-[4-(2-hydroxy-2-methylpropylsulfamoyl)-phenyl]-propionyl}-phenyl)-2-oxo-N-phenyl-propionamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

To 4-[3-(4-chloro-2-phenylaminophenyl)-3-oxo-propyl]-N-(2-hydroxy-2-methylpropyl)-benzenesulfonamide (0.138 g) in toluene (10 mL) was added 2-oxopropionyl chloride (0.3 mL), and the mixture heated at 120° C. for 3 h to form N-(5-chloro-2-{3-[4-(2-hydroxy-2-methylpropylsulfamoyl)-phenyl]-propionyl}-phenyl)-2-oxo-N-phenyl-propionamide, which was used without further purification.

Sources & evidence

ORD record
ord-1d1589d85a1b4355b0ee3418bc1b8af7
Source dataset
uspto-grants-2012_04
Patent number
US08163906B2

Reaction notes

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