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 1258388

Reaktionsgleichung

Reaktionsgleichung von HRID 1258388
[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.ClC1C=C(S(N=C2C3C(=CC=CC=3)C(=O)C(Cl)=C2)(=O)=O)SC=1Cl.S[CH2:52][CH2:53][C:54]([NH:56][CH:57]1[CH2:59][CH2:58]1)=[O:55]>>[CH:57]1([NH:56][C:54](=[O:55])[CH2:53][CH2:52][S:7][C:8]2[C:17](=[O:18])[C:16]3[C:11]([C:10](=[N:19][S:20]([C:23]4[S:24][CH:25]=[CH:26][CH:27]=4)(=[O:22])=[O:21])[CH:9]=2)=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:59][CH2:58]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

Komponenten

5

Edukt 3

HCID 67329899N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideHCID 673306684,5-dichloro-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideHCID 866565673-mercapto-N-cyclopropylpropanamide

Produkt 2

HCID 67329899N-(3-(1-methyl-1H-tetrazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamideAusbeute 37 %HCID 67330263N-cyclopropyl-3-(1-oxo-4-(thiophen-2-ylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)propanamide

Versuchsvorschrift

N-cyclopropyl-3-(1-oxo-4-(thiophen-2-ylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)propanamide (13h) was prepared according to the procedure for 13d except using 4,5-dichloro-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)thiophenesulfonamide (12c) and 3-mercapto-N-cyclopropylpropanamide ( ), which afforded the title compound 20 mg (37%) as a yellow solid, m.p.: ° C.

Quellen und Nachweise

ORD-Eintrag
ord-eedfdb1f37fe47db887dfc21ce7702eb
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466157B2

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