(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 1258409Notes

Reaction equation

HRID 1258409 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][C:36]1[S:40][C:39]([S:41](/[N:44]=[C:45]2\[CH:46]=[C:47](Cl)[C:48](=[O:55])[C:49]3[C:54]\2=[CH:53][CH:52]=[CH:51][CH:50]=3)(=[O:43])=[O:42])=[CH:38][CH:37]=1.SC1N=CNN=1>>[NH:4]1[CH:1]=[N:2][C:6]([S:7][C:47]2[C:48](=[O:55])[C:49]3[C:54](=[CH:53][CH:52]=[CH:51][CH:50]=3)/[C:45](=[N:44]/[S:41]([C:39]3[S:40][C:36]([Cl:35])=[CH:37][CH:38]=3)(=[O:43])=[O:42])/[CH:46]=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 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideHCID 46909450(NE)-5-chloro-N-(3-chloro-4-oxonaphthalen-1-ylidene)thiophene-2-sulfonamideHCID 178527894HCID 178527894, compound

Product 2

HCID 46908285(NE)-N-[3-(1-methyltetrazol-5-yl)sulfanyl-4-oxonaphthalen-1-ylidene]-4-phenylbenzenesulfonamideYield 79.2%HCID 178516928HCID 178516928, compound

Procedure

(E)-N-(3-(1H-1,2,4-triazol-3-ylthio)-4-oxonaphthalen-1(4H)-ylidene)-5-chlorothiophene-2-sulfonamide (13ah) was prepared according to the procedure for 13x except using 12d and 3-mercapto-1,2,4-triazole, affording 69.2 mg (79.2%) title compound as a yellow solid.

Sources & evidence

ORD record
ord-a35cf2ae0eac400f84c0d59905091e3d
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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