Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-Bromothiazole | HCID 76430 | — |
| Reactant | 2-Amino-3,5-dimethylbenzamide | HCID 12264822 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19826349 | HCID 19826349 | 81% |
Reaction Steps
A mixture of 13.1 g of 3,5-dimethylanthranilamide and 13.1 g of 2-bromothiazole was heated for 30 minutes at 155° C. and stirred for 12 hours. After the mixture had cooled to 25° C., the pH was adjusted to 9 by adding water and 25% strength ammonia solution, while stirring, and the resulting solution was stirred for 10 minutes. The solution was then suction filtered and the filtrate was washed with methanol and dried, 10.5 g of the above compound was obtained; m.p. 190°-192° C. The methanol filtrate was concentrated, taken up in ethyl acetate and chromatographed over aluminum oxide. After concentration a further 4.4 g of the above compound were obtained; total yield: 81%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05030727 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-23b55c8bbded4ef887a59738a90a836e |
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| Source note | uspto-grants-1991_07 |
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