HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline-2,4(1H, 3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 1-(m-nitrophenyl)quinazoline-2,4(1H, 3H)-dione | HCID 12812377 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline-2,4(1H, 3H)-dione | HCID 13272343 | 93% |
Reaction Steps
To a solution of 2.8 g of 1-(m-nitrophenyl)quinazoline-2,4(1H, 3H)-dione and 30 ml of dimethylformamide was added 1.4 g of sodium ethoxide, and the whole was stirred for 30 minutes at room temperature. To this was further added 4.1 g of cyclopropylmethyl bromide, and the mixture was reacted for 2 hours at room temperature. Then, the solvent was distilled off from the resulting mixture under reduced pressure to leave a residue, to which was added water to precipitate a crude product. Recrystallization of this product from methanol gave 3.1 g of 1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline- 2,4(1H, 3H)-dione as colorless needles, melting, at 163°-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04016166 |
| Source dataset | uspto-grants-1977_04 |
| ORD ID | ord-9e39a75442664cf3af4ce58005669c45 |
| Source note | uspto-grants-1977_04 |