HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroacetate → Ethyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroacetate | HCID 7751 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | 7-Chloroquinazoline-2,4-diol | HCID 246858 | — |
| Reactant | 7-Chloro-2,4-bis(trimethylsilyloxy)quinazoline | HCID 11824019 | — |
| Solvent | Propylene Carbonate | HCID 7924 | — |
| Product | Ethyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetate | HCID 9838691 | 97% |
Reaction Steps
As in Example 1, 7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (20 g) was silylated and the toluene was distilled off to give a concentrate containing 7-chloro-2,4-bis(trimethylsilyloxy)quinazoline. To this concentrate were added propylene carbonate (40 ml), ethyl chloroacetate (16.21 g) and bromotrimethylsilane (3.11 g), and the reaction was carried out at an internal temperature of 125˜140° C. for 8 hours. This reaction mixture was cooled to ≦70° C. and worked up as in Example 1 to provide ethyl 2-(7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetate (27.90 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06344559B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-caae2dbec16b4071988a39a56fb4d73a |
| Source note | uspto-grants-2002_02 |