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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251815Generated: October 26, 2026

Methyl 4,5-dimethoxyanthranilate → N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide

https://huagongshe.com/reaction/1251815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4,5-dimethoxyanthranilateHCID 611144—
ReactantN-(4-chloro-3-methyl-5-isoxazolyl)2-{[2-acetyl-4,5-(methylenedioxy)phenyl]aminocarbonyl}thiophene-3-sulfonamideHCID 10696210—
ProductThiophene-3-sulfonamideHCID 12013881%
ProductN-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamideHCID 1083957913%

Reaction Steps

The title compounds were prepared by the method set forth for N-(4-chloro-3-methyl-5-isoxazolyl)2-{[2-acetyl-4,5-(methylenedioxy)phenyl]aminocarbonyl}thiophene-3-sulfonamide (EXAMPLE 148) except that methyl-2-amino-4,5-dimethoxybenzoate was used instead of 2′-amino-4′,5′-(methylenedioxy)acetophenone. The crude product was purified via HPLC to give N-(4-chloro-3-methyl-5-isoxazolyl)-2[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide as a yellow powder (13% yield, m.p. 167-168° C.) and N-(4-chloro-3-methyl-5-isoxazolyl)2-{[4,5-dimethoxy-2,4,5-dimethoxy-2-methoxycarbonyl)phenyl]phenylaminocarbonyl}thiophene-3-sulfonamide as a dull yellow solid (1% yield, m.p. 228-230° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342610B2
Source datasetuspto-grants-2002_01
ORD IDord-499f853704644f10afb046bc7536f25b
Source noteuspto-grants-2002_01