Ethyl(methoxy)amine hydrochloride → 6-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-(2-methoxy-ethoxy)-N-methyl-benzenesulfonamide

HRID 516921Notes

Reaction equation

HRID 516921 reaction equation
[Cl:1][C:2]1[C:7]([S:8]([N:11]([O:14][CH3:15])[CH2:12]C)(=[O:10])=[O:9])=[C:6]([OH:16])[C:5]([NH:17][C:18]2[C:21](=[O:22])[C:20](=[O:23])[C:19]=2[O:24][CH2:25][CH3:26])=[CH:4][CH:3]=1.Cl.C(NOC)C.[CH3:33][O:34][CH2:35]CONC>>[Cl:1][C:2]1[C:7]([S:8]([N:11]([O:14][CH2:15][CH2:33][O:34][CH3:35])[CH3:12])(=[O:10])=[O:9])=[C:6]([OH:16])[C:5]([NH:17][C:18]2[C:21](=[O:22])[C:20](=[O:23])[C:19]=2[O:24][CH2:25][CH3:26])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 22613948Ethyl(methoxy)amine hydrochlorideHCID 53784863O-(2-Methoxy-ethyl)-N-methyl-hydroxylamine2×HCID 866386316-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamide

Product 1

HCID 866386396-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-(2-methoxy-ethoxy)-N-methyl-benzenesulfonamide

Procedure

This compound was prepared analogously to 6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamide (Intermediate FA) by replacing N-ethyl-O-methylhydroxylamine hydrochloride (Intermediate G) with O-(2-Methoxy-ethyl)-N-methyl-hydroxylamine (Intermediate K). [M+H]+ 435

Sources & evidence

ORD record
ord-e083c3ecd6234192bd9f209c25d1c27f
Source dataset
uspto-grants-2015_08
Patent number
US09115087B2

Reaction notes

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