4-chloro-N-(3-chloro-4-oxo-1(4H)-naphthalenylidene)benzenesulfonamide → (NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamide

HRID 1258400Notes

Reaction equation

HRID 1258400 reaction equation
[CH3:1][N:2]1[C:6]([S:7][C:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)/[C:10](=[N:19]/[S:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:25][CH:24]=3)(=[O:22])=[O:21])/[CH:9]=2)=[N:5][N:4]=[N:3]1.[Cl:35]C1C=CC(S(/N=C2\C=C(Cl)C(=O)C3C\2=CC=CC=3)(=O)=O)=CC=1>>[Cl:35][C:26]1[CH:27]=[CH:28][C:23]([S:20](/[N:19]=[C:10]2\[CH:9]=[C:8]([S:7][C:6]3[N:2]([CH3:1])[N:3]=[N:4][N:5]=3)[C:17](=[O:18])[C:16]3[C:11]\2=[CH:12][CH:13]=[CH:14][CH:15]=3)(=[O:22])=[O:21])=[CH:24][CH:25]=1.[CH3:1][N:2]1[C:6]([S:7][C:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)/[C:10](=[N:19]/[S:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:25][CH:24]=3)(=[O:21])=[O:22])/[CH:9]=2)=[N:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 96012334-chloro-N-(3-chloro-4-oxo-1(4H)-naphthalenylidene)benzenesulfonamideHCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamide

Product 2

HCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideYield 99.4%HCID 46908286(NE)-4-chloro-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]benzenesulfonamide

Procedure

(E)-4-chloro-N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene) benzenesulfonamide (13y) was prepared according to the procedure for 13x except using 12e, affording 88.7 mg (99.4%) title compound as a yellow solid.

Sources & evidence

ORD record
ord-878f1520c7254d1ca28ae5108007c36e
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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