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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | N-methoxy-N-methylthiophene-3-carboxamide | HCID 22489894 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-Chloro-N-methoxy-N-methyl-3-thiophenecarboxamide | HCID 87693111 | 50.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309211B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-a4771230c0664c0080f603dfa08806ab |
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| Source note | uspto-grants-2016_04 |
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