2-Chloro-4-{[(4-methylphenyl)sulfonyl]azamethylene}naphthalen-1-one → (NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamide

HRID 1258412Notes

Reaction equation

HRID 1258412 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.ClC1C(=O)C2C(=CC=CC=2)/C(=N/S(C2C=CC(C)=CC=2)(=O)=O)/C=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]([CH3:29])=[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 57179882-Chloro-4-{[(4-methylphenyl)sulfonyl]azamethylene}naphthalen-1-oneHCID 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 70.2%HCID 178427421HCID 178427421, compound

Procedure

(E)-N-(3-(1H-1,2,4-triazol-3-ylthio)-4-oxonaphthalen-1(4H)-ylidene)-4-methylbenzenesulfonamide (13k) was prepared according to the procedure for 13x except using 12i and 3-mercapto-1,2,4-triazole, affording 57.6 mg (70.2%) title compound as a yellow solid.

Sources & evidence

ORD record
ord-c215bda457db4c47a802ab4521866ad9
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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