6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide → 3-(2-Ethoxy-3,4-dioxocyclobut-1-enylamino)-N-ethyl-2-hydroxy-N-methoxy benzenesulfonamide

HRID 1024576Notes

Reaction equation

HRID 1024576 reaction equation
Cl[C:2]1[C:7]([S:8]([N:11]([O:13][CH3:14])[CH3:12])(=[O:10])=[O:9])=[C:6]([OH:15])[C:5]([NH:16][C:17]2[C:20](=[O:21])[C:19](=[O:22])[C:18]=2[O:23][CH2:24][CH3:25])=[CH:4][CH:3]=1.N[C:27]1C(O)=C(S(N(CC)OC)(=O)=O)C=CC=1>>[CH2:24]([O:23][C:18]1[C:19](=[O:22])[C:20](=[O:21])[C:17]=1[NH:16][C:5]1[C:6]([OH:15])=[C:7]([S:8]([N:11]([CH2:12][CH3:27])[O:13][CH3:14])(=[O:10])=[O:9])[CH:2]=[CH:3][CH:4]=1)[CH3:25]

Participants

3

Reactant 2

HCID 568442936-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide2×HCID 866386403-Amino-N-ethyl-2-hydroxy-N-methoxybenzenesulfonamide

Product 1

HCID 866386413-(2-Ethoxy-3,4-dioxocyclobut-1-enylamino)-N-ethyl-2-hydroxy-N-methoxy benzenesulfonamide

Procedure

This compound was prepared analogously to 6-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide (Intermediate A step 3) by replacing 3-amino-6-chloro-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide with 3-amino-N-ethyl-2-hydroxy-N-methoxybenzenesulfonamide (step 1). [M+H]+ 371

Sources & evidence

ORD record
ord-0b4b1db98636470f88b5841ee117551f
Source dataset
uspto-grants-2014_05
Patent number
US08722925B2

Reaction notes

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