4-(3-chloro-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino)-2-methoxy-N-(4-methoxy-phenyl)-benzenesulfonamide → N-(3-(ethylthio)-4-hydroxynaphthalen-1-yl)thiophene-2-sulfonamide

HRID 1186670Notes

Reaction equation

HRID 1186670 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([NH:12][S:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)(=[O:15])=[O:14])=[CH:4][C:3]=1[S:21][C:22]1N(C)N=NN=1.Cl[C:29]1C(=O)C2C(=CC=CC=2)C(=O)C=1NC1C=CC(S(NC2C=CC(OC)=CC=2)(=O)=O)=C(OC)C=1>>[CH2:22]([S:21][C:3]1[CH:4]=[C:5]([NH:12][S:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)(=[O:15])=[O:14])[C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH3:29]

Participants

3

Reactant 2

HCID 498638714-(3-chloro-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino)-2-methoxy-N-(4-methoxy-phenyl)-benzenesulfonamideHCID 135895396N-(4-hydroxy-3-(1-methyl-1H-tetrazol-5-ylthio)naphthalen-1-yl)thiophene-2-sulfonamide

Product 1

HCID 46908186N-(3-(ethylthio)-4-hydroxynaphthalen-1-yl)thiophene-2-sulfonamide

Procedure

5.2.52 N-(3-(ethylthio)-4-hydroxynaphthalen-1-yl)thiophene-2-sulfonamide (14j) was prepared according to the procedure for 14d except using (E)-N-(3-ethylthio-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide (13j), which afforded the title compound 14 mg (100%) as a grey solid, m.p.: ° C.

Sources & evidence

ORD record
ord-dad2a3fff621457c8310924536ec8cd9
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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