N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide → N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide

HRID 1258387Notes

Reaction equation

HRID 1258387 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[S:24][CH:25]=[CH:26][CH:27]=3)(=[O:22])=[O:21])[CH:9]=2)=[N:5][N:4]=[N:3]1.SC1N=CNN=1>>[NH:5]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[S:24][CH:25]=[CH:26][CH:27]=3)(=[O:21])=[O:22])[CH:9]=2)=[N:2][CH:1]=[N:4]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[S:24][CH:25]=[CH:26][CH:27]=3)(=[O:22])=[O:21])[CH:9]=2)=[N:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 67329899N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideHCID 178527894HCID 178527894, compound

Product 2

HCID 7728365N-(3-(1H-1,2,4-triazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideHCID 67329899N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideYield 96.5%

Procedure

N-(3-(1H-1,2,4-triazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide (13e) was prepared according to the procedure for 13d except using 3-mercapto-1,2,4-triazole, which afforded the title compound 38.8 mg (96.5%) as an orange-red solid, m.p.: 197° C. (dec.).

Sources & evidence

ORD record
ord-88a1511c03c04aad8241a44ae4af647f
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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