Sodium hydride → 1-[3-[[[(4-Chloro-2,6-diisopropylphenylamino)carbonyl]amino]sulfonyl]-5-acetylphenyl]ethan-1-one

HRID 2303591Notes

Reaction equation

HRID 2303591 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([S:13]([NH2:16])(=[O:15])=[O:14])[CH:7]=[C:8]([C:10](=[O:12])[CH3:11])[CH:9]=1)(=[O:3])[CH3:2].[Cl:17][C:18]1[CH:23]=[C:22]([CH:24]([CH3:26])[CH3:25])[C:21]([N:27]=[C:28]=[O:29])=[C:20]([CH:30]([CH3:32])[CH3:31])[CH:19]=1.[H-].[Na+]>O1CCCC1>[Cl:17][C:18]1[CH:19]=[C:20]([CH:30]([CH3:32])[CH3:31])[C:21]([NH:27][C:28]([NH:16][S:13]([C:6]2[CH:5]=[C:4]([C:1](=[O:3])[CH3:2])[CH:9]=[C:8]([C:10](=[O:12])[CH3:11])[CH:7]=2)(=[O:14])=[O:15])=[O:29])=[C:22]([CH:24]([CH3:26])[CH3:25])[CH:23]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 154799605-Chloro-2-isocyanato-1,3-di(propan-2-yl)benzeneHCID 184616083,5-Diacetylbenzenesulfonamide

Product 1

HCID 221162831-[3-[[[(4-Chloro-2,6-diisopropylphenylamino)carbonyl]amino]sulfonyl]-5-acetylphenyl]ethan-1-oneYield 40.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared as described in method A from 3,5-diacetylbenzenesulfonamide (0.35 grams), 4-chloro-2,6-diisopropylphenylisocyanate (0.37 grams), sodium hydride (0.06 grams of a 60% dispersion in mineral oil), in tetrahydrofuran (4 mL). This afforded 0.28 grams of the title compound, m.p. 201.9-203.4° C.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-2c3b4e14a0524ce990fbe00660bdeb65
Source dataset
uspto-grants-2002_08
Patent number
US06433009B1

Reaction notes

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