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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626106Generated: October 31, 2026

Chlorosuccinimide → 5-Chloro-N-methoxy-N-methyl-3-thiophenecarboxamide

https://huagongshe.com/reaction/626106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantN-methoxy-N-methylthiophene-3-carboxamideHCID 22489894—
SolventAcetic AcidHCID 176—
Product5-Chloro-N-methoxy-N-methyl-3-thiophenecarboxamideHCID 8769311150.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of N-methoxy-N-methylthiophene-3-carboxamide (5.0 g, 1.0 eq, prepared from Example 12 step A) in 50 mL CH3COOH was added N-chlorosuccinimide (3.88 g, 1.0 eq). The mixture was then reflux at 120° C. for 4 h. After quenching with water, the mixture was extracted with ethyl acetate. The extract was washed with brine, dried, concentrated, and purified by column chromatography to get 3.0 g desired product (40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-a4771230c0664c0080f603dfa08806ab
Source noteuspto-grants-2016_04