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 1258407Notes

Reaction equation

HRID 1258407 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.SC1N=CNN=1>>[NH:4]1[CH:1]=[N:2][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]([Cl:35])=[CH:25][CH:24]=3)(=[O:21])=[O:22])/[CH:9]=2)=[N:5]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

5

Reactant 3

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-phenylbenzenesulfonamideHCID 178527894HCID 178527894, compound

Product 2

HCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideYield 57.4%HCID 178516926HCID 178516926, compound

Procedure

(E)-N-(3-(1H-1,2,4-triazol-3-ylthio)-4-oxonaphthalen-1(4H)-ylidene)-4-chlorobenzenesulfonamide (13af) was prepared according to the procedure for 13x except using 12e and 3-mercapto-1,2,4-triazole, affording 43.8 mg (57.4%) title compound as a yellow solid.

Sources & evidence

ORD record
ord-81c9d3d428974b34a516913711aab649
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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