HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961228Generated: October 31, 2026
Chlorosuccinimide → methyl 4-(3-chloro-1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate
https://huagongshe.com/reaction/1961228
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | methyl 4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate | HCID 57826420 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | methyl 4-(3-chloro-1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate | HCID 57826401 | 91% |
Reaction Steps
NCS (1.78 g, 13.09 mmol) was added in portions to a 125 mL sealed tube reactor containing methyl 4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate (2.07 g, 8.76 mmol) in Tetrahydrofuran (THF) (40 ml) at room temperature. The mixture was heated to 100° C. for 1 hour. Upon completion the product was partitioned between CHCl3 and H2O, the organic layer dried with Na2SO4, solvents removed by vacuum distillation affording the title compound (2.18 g, 7.97 mmol, 91%) which was used without further purification: LC-MS (ES) m/z=271 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08410158B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-7b691d1ef7f04499929fd65e4f84ccc2 |
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| Source note | uspto-grants-2013_04 |
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