(NE)-4-chloro-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 1258414Notes

Reaction equation

HRID 1258414 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:34]=[CH:33][C:32]([S:35](/[N:38]=[C:39]2\[CH:40]=[C:41]([S:50][C:51]3[N:55]([CH3:56])[N:54]=[N:53][N:52]=3)[C:42](=[O:49])[C:43]3[C:48]\2=[CH:47][CH:46]=[CH:45][CH:44]=3)(=[O:37])=[O:36])=[CH:31][CH:30]=1>>[Cl:28][C:29]1[CH:30]=[CH:31][C:32]([S:35]([NH:38][C:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[C:42]([OH:49])=[C:41]([S:50][C:51]3[N:55]([CH3:56])[N:54]=[N:53][N:52]=3)[CH:40]=2)(=[O:37])=[O:36])=[CH:33][CH:34]=1.[CH3:56][N:55]1[C:51]([S:50][C:41]2[C:42](=[O:49])[C:43]3[C:48](=[CH:47][CH:46]=[CH:45][CH:44]=3)/[C:39](=[N:38]/[S:35]([C:32]3[CH:33]=[CH:34][C:29]([C:2]4[CH:11]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:30][CH:31]=3)(=[O:37])=[O:36])/[CH:40]=2)=[N:52][N:53]=[N:54]1

Participants

4

Reactant 2

HCID 46908286(NE)-4-chloro-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 99.3%HCID 1358893074-chloro-N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)benzenesulfonamide

Procedure

4-chloro-N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)benzenesulfonamide (14y) was prepared according to the procedure for 14d except using 13y, which afforded the title compound 40.0 mg (99.3%) as an off-white solid.

Sources & evidence

ORD record
ord-78e57c6f0aef4a89be956117307f026a
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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