HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455090Generated: October 30, 2026
Dimethylformamide → 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
https://huagongshe.com/reaction/1455090
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Azanium;hydrate | HCID 22024077 | — |
| Reactant | Ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate | HCID 45141606 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide | HCID 45141607 | 52% |
Reaction Steps
13.00 g (0.043 mol) of ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate were suspended in a mixture of 200 mL of methanol, 200 mL of dimethylformamide and 200 mL of ammonium hydrate 30%. The mixture was stirred at 65° C. in a closed bottle for about 8 hours. The solvent was then evaporated to dryness, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated. The crude was purified by chromatography on a silica gel column eluted by a mixture cyclohexane/ethyl acetate, giving 6.16 g (52% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07482354B2 |
|---|
| Source dataset | uspto-grants-2009_01 |
|---|
| ORD ID | ord-931a9a2b18384b0fa93253c7e3d5e861 |
|---|
| Source note | uspto-grants-2009_01 |
|---|