HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-Carboxylate → 3-Methylthio-8-oxo-6-(2-isobutoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-Carboxylate | HCID 11557703 | — |
| Reactant | 2-Isobutoxybenzamidine hydrochloride | HCID 22462370 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-Methylthio-8-oxo-6-(2-isobutoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazine | HCID 135670805 | — |
Reaction Steps
In a similar manner to Example 85 reaction of 3-methylthio-5-chloro-6-carboethoxy-1,2,4-triazine (prepared from 3-methylthio-5-oxo-6-carboethoxy-4,5-dihydro-1,2,4-triazine, 1.5 g) with 2-isobutoxybenzamidine hydrochloride (2.37 g) and triethylamine (1.75 g) afforded the crude title compound (1.71 g). This was recrystallized from acetonitrile, then dissolved in chloroform, the organic solution was washed with 2 Normal hydrochloric acid (×2), chloroform removed under reduced pressure and the residue recrystallized twice from ethanol to afford the title compound, 0.32 g, m.p. 237-238° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391885B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-fb01623046f74a0b8e5a6d8506884260 |
| Source note | uspto-grants-2002_05 |