HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine Hydrochloride → Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine Hydrochloride | HCID 5742 | — |
| Reactant | ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate | HCID 67075650 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium ethoxide | HCID 2723922 | — |
| Product | Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate | HCID 57444093 | 85% |
Reaction Steps
16.00 g (0.06 mol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 600 mL of ethanol and 3.90 g of sodium ethylate, and 5.44 g of guanidine hydrochloride were added consecutively. The solution was stirred at reflux for 12 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was then dried over anhydrous Na2SO4 and concentrated. The residue was triturated with diethyl ether and the product collected by filtration (85% yield as a white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981089B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-095b03260e4d4d16a218bbeb4a64c347 |
| Source note | uspto-grants-2015_03 |