HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014935Generated: October 27, 2026
3-Thiophenacetic acid → Ethyl acetate methanol ammonia
https://huagongshe.com/reaction/1014935
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Thiophenacetic acid | HCID 23404 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,4-Dihydro-2H-1,4-benzoxazine | HCID 585096 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl acetate methanol ammonia | HCID 21873639 | 0% |
Reaction Steps
A solution of 3,4-dihydro-2H-1,4-benzoxazine (0.52 g, 3.8 mmol) and thiophene-3-acetic acid (0.82 g, 5.7 mmol) in 1:1 CH2Cl2:DMF (20 mL) was treated with DIPEA (2.6 ml, 15 mmol), HOBt (1.29 g, 9.5 mmol), and EDCl (1.83 g, 9.5 mmol) and stirred at 70° C. overnight. The reaction was then diluted with CH2Cl2, washed with saturated aqueous NaHCO3, dried over Na2SO4, and concentrated. Chromatography (0-10% 1 N NH3-MeOH/EtOAc) provided 2A as a red solid (0.54 g, 55%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985748B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-29b148bfef7e4fe4b93d457f3f568aa7 |
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| Source note | uspto-grants-2011_07 |
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