Benzenesulfonamide → Ethyl 2-(1-oxo-4-(phenylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)acetate

HRID 1186656Notes

Reaction equation

[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)/[C:5](=[N:12]/[S:13]([C:16]2S[CH:18]=[CH:19][CH:20]=2)(=[O:15])=[O:14])/[CH:4]=[C:3]1[S:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24].[C:28]1(S(N)(=O)=O)C=CC=C[CH:29]=1>>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[N:12][S:13]([C:16]2[CH:20]=[CH:19][CH:18]=[CH:29][CH:28]=2)(=[O:14])=[O:15])[CH:4]=[C:3]1[S:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

Reactant 2

HCID 7370Benzenesulfonamide

HCID 58398202ethyl 2-[(4E)-1-oxo-4-thiophen-2-ylsulfonyliminonaphthalen-2-yl]sulfanylacetate

Product 1

HCID 67331775Ethyl 2-(1-oxo-4-(phenylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)acetate

Procedure

5.2.18 Ethyl 2-(1-oxo-4-(phenylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)acetate (8c) was prepared according to the procedure for 8a except using benzenesulfonamide, which afforded 131.8 mg (31.7%) title compound as a yellow solid, m.p.: 93-95° C.

Sources & evidence

ORD record: ord-e176686d5af54bae808a68996d3bf8d5
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673910B2

Reaction notes

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