HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093046Generated: November 2, 2026
Ethanol → tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate
https://huagongshe.com/reaction/2093046
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Reactant | tert-Butyl (4-bromo-2-nitrophenyl)carbamate | HCID 52904808 | — |
| Catalyst | HCID 178527696 | HCID 178527696 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate | HCID 59736984 | 88% |
Reaction Steps
To a solution of tert-butyl 4-bromo-2-nitrophenylcarbamate obtained in step IV above (1.0 eq) in toluene, was added 10 mol % of tetrakis Pd, heated to 90° C. for 30 min, then aq K2CO3 and ethanol were added, followed by addition of 2-thienyl boronic acid portionwise and then reaction was refluxed overnight. Water was added to the reaction mixture and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the desired tert-butyl 2-nitro-4-thien-2-ylphenylcarbamate. (Yield=88%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440830B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-92e15174868443a6a1f902272c0159c3 |
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| Source note | uspto-grants-2013_05 |
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