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

HRID 1258413Notes

Reaction equation

HRID 1258413 reaction equation
OC1C2C(=CC=CC=2)C(NS(C2SC=CC=2)(=O)=O)=CC=1SC1N(C)N=NN=1.[CH3:28][N:29]1[C:33]([S:34][C:35]2[C:44](=[O:45])[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)/[C:37](=[N:46]/[S:47]([C:50]3[CH:55]=[CH:54][C:53]([C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=4)=[CH:52][CH:51]=3)(=[O:49])=[O:48])/[CH:36]=2)=[N:32][N:31]=[N:30]1>>[OH:45][C:44]1[C:43]2[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:37]([NH:46][S:47]([C:50]2[CH:51]=[CH:52][C:53]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)=[CH:54][CH:55]=2)(=[O:49])=[O:48])=[CH:36][C:35]=1[S:34][C:33]1[N:29]([CH3:28])[N:30]=[N:31][N:32]=1.[CH3:28][N:29]1[C:33]([S:34][C:35]2[C:44](=[O:45])[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)/[C:37](=[N:46]/[S:47]([C:50]3[CH:55]=[CH:54][C:53]([C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=4)=[CH:52][CH:51]=3)(=[O:48])=[O:49])/[CH:36]=2)=[N:32][N:31]=[N:30]1

Participants

4

Reactant 2

HCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideHCID 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 82.3%HCID 135889305N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)biphenyl-4-sulfonamide

Procedure

N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)biphenyl-4-sulfonamide (14x) was prepared according to the procedure for 14d except using 13x, which afforded the title compound 33.0 mg (82.3%) as an off-white solid.

Sources & evidence

ORD record
ord-7c3d7bf141714ec5b71b086766e24b0d
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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