HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386819Generated: November 2, 2026
Dimethylformamide → n-(3-((2-Chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
https://huagongshe.com/reaction/1386819
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Bromomethyl)-2-chlorothiazole | HCID 10130560 | — |
| Reactant | 3,6-Dihydro-3-methyl-N-nitro-2H-1,3,5-oxadiazin-4-amine | HCID 136277959 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n-(3-((2-Chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide | HCID 107646 | — |
Reaction Steps
3.18 g of 5-bromomethyl-2-chloro-thiazole, 12 ml of dimethylformamide, 1.99 g of 3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine and 3.79 g of potassium carbonate are combined and the mixture is stirred for 5 hours at 50° C. The mixture is cooled to room temperature and 50 ml of water and 50 ml of dichloromethane are added. The organic phase is separated off and dried over magnesium sulfate; the solvent is evaporated off in vacuo. The residue is purified by column chromatography on silica gel using hexane/ethyl acetate (1:1), yielding the title compound (compound 2-2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06265585B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-cdcf23eee36945e8a9551518b50797b9 |
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| Source note | uspto-grants-2001_07 |
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