Sodium Hydroxide → HCID 178427472, compound

HRID 24902Notes

Reaction equation

HRID 24902 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=2)/[C:6](=[C:16](/[NH:23][C:24]2[CH:29]=[CH:28][C:27]([NH:30][S:31]([C:34]3[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=3)(=[O:33])=[O:32])=[CH:26][CH:25]=2)\[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)/[C:5]1=[O:41])(=O)C.[CH3:42][N:43]([CH3:48])[C:44](=[O:47])[CH2:45]Br.CC(C)([O-])C.[K+].[OH-].[Na+]>CS(C)=O.CO>[CH3:42][N:43]([CH3:48])[C:44]([CH2:45][N:30]([C:27]1[CH:28]=[CH:29][C:24]([NH:23]/[C:16](=[C:6]2\[C:5](=[O:41])[NH:4][C:12]3[C:7]\2=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=3)/[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:25][CH:26]=1)[S:31]([C:34]1[CH:35]=[CH:36][C:37]([CH3:40])=[CH:38][CH:39]=1)(=[O:33])=[O:32])=[O:47]

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 2255442-Bromo-N,N-dimethylacetamideHCID 23665647Potassium tert-butoxideHCID 178473953HCID 178473953, compound

Product 1

HCID 178427472HCID 178427472, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolvent

Procedure

Prepared analogously to Examples 82 and 187 from (Z)-1-acetyl-3-{1-[4-(p-tolylsulphonylamino)-phenylamino]-1-phenyl-methylidene}-5-nitro-2-indolinone, bromoacetic acid-N,N-dimethylamide and potassium tert.butoxide in DMSO and subsequent treatment with sodium hydroxide solution in methanol.

Sources & evidence

ORD record
ord-be67a9f166cc40a6bc7d98a3d68a96a4
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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