(NE)-3,4-dichloro-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]benzenesulfonamide → (NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamide

HRID 1258415Notes

Reaction equation

HRID 1258415 reaction equation
O[C:2]1[C:11]2[C:6](=CC=CC=2)[C:5](NS(C2SC=CC=2)(=O)=O)=[CH:4][C:3]=1SC1N(C)N=NN=1.[Cl:28][C:29]1[CH:30]=[C:31]([S:36](/[N:39]=[C:40]2\[CH:41]=[C:42]([S:51][C:52]3[N:56]([CH3:57])[N:55]=[N:54][N:53]=3)[C:43](=[O:50])[C:44]3[C:49]\2=[CH:48][CH:47]=[CH:46][CH:45]=3)(=[O:38])=[O:37])[CH:32]=[CH:33][C:34]=1[Cl:35]>>[Cl:28][C:29]1[CH:30]=[C:31]([S:36]([NH:39][C:40]2[C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[C:43]([OH:50])=[C:42]([S:51][C:52]3[N:56]([CH3:57])[N:55]=[N:54][N:53]=3)[CH:41]=2)(=[O:38])=[O:37])[CH:32]=[CH:33][C:34]=1[Cl:35].[CH3:57][N:56]1[C:52]([S:51][C:42]2[C:43](=[O:50])[C:44]3[C:49](=[CH:48][CH:47]=[CH:46][CH:45]=3)/[C:40](=[N:39]/[S:36]([C:31]3[CH:32]=[CH:33][C:34]([C:2]4[CH:11]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:29][CH:30]=3)(=[O:38])=[O:37])/[CH:41]=2)=[N:53][N:54]=[N:55]1

Participants

4

Reactant 2

HCID 46908378(NE)-3,4-dichloro-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]benzenesulfonamideHCID 135895396N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)thiophene-2-sulfonamide

Product 2

HCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideYield 99%HCID 1358893083,4-dichloro-N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)benzenesulfonamide

Procedure

3,4-dichloro-N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)benzenesulfonamide (14z) was prepared according to the procedure for 14d except using 13z, which afforded the title compound 39.8 mg (99.0%) as an off-white solid.

Sources & evidence

ORD record
ord-50e5f96b9e0a4dbfbe198cf96efa67b1
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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