Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Amino-5-ethylbenzoic acid | HCID 7744486 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 13060519 | HCID 13060519 | 83.3% |
Reaction Steps
A mixture of 2-amino-5-ethylbenzoic acid (20.28 g) and ethyl chlorocarbonate (53.5 g) was stirred for 50 minutes at 100° C. and then cooled to 90° C. To the mixture was added dropwise acetyl chloride (13.81 g) in the course of 15 minutes and the reaction mixture was stirred for 2 hours at 100° C. After the resultant mixture was cooled to ambient temperature, to the mixture was added hexane and allowed to stand at ambient temperature to give crystals, which were separated by filtration, washed with hexane and dried under reduced pressure to give crystalline 6-ethyl-2H-3,1-benzoxazine-2,4(1H)-dione (19.55 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04543356 |
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| Source dataset | uspto-grants-1985_09 |
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| ORD ID | ord-395bb96a7f1848e2937c87557fc2cc82 |
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| Source note | uspto-grants-1985_09 |
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