HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840369Generated: October 31, 2026
Sodium Bicarbonate → 6-(2-Thienyl)-2-methyl-1,4-benzoxazin-3-(4h)-one
https://huagongshe.com/reaction/840369
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Reactant | 6-bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 22622903 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-(2-Thienyl)-2-methyl-1,4-benzoxazin-3-(4h)-one | HCID 22622919 | 33% |
Reaction Steps
315 mg of 6-bromo-2-methyl-1,4-benzoxazin-3-(4H)-one is mixed in 4 ml of DME with 0.2 g of 2-thiopheneboronic acid and 150 mg of tetrakis-triphenylphosphine-palladium (O) and 340 mg of sodium bicarbonate (dissolved in 4 ml of water). It is stirred for some time at 100° C. The product is diluted with ethyl acetate, extracted 3 times with water, and dried with magnesium sulfate. It is concentrated by evaporation. The crude product is purified by column chromatography with a hexane/ethyl acetate mixture and yields pure 33% product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06365736B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-32bf2a6a5f0846fb80338bb81efe33f4 |
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| Source note | uspto-grants-2002_04 |
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