HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-chloroacetoacetate → 7-(chloromethyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Reactant | 2-Amino-4-methylthiazole | HCID 74143 | — |
| Product | 7-(chloromethyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 4354134 | 85.3% |
Reaction Steps
This compound was synthesized from 2-amino-4-methyl thiazole (5.0 g, 43.710 mmol) and ethyl chloroacetoacetate (9.893 g, 59.561 mmol) in polyphosphoric acid (40.0 g) according to the procedure described in Step 1, Intermediate 2 to afford 8.0 g of the desired compound as a black solid; 1H NMR (300 MHz, DMSO-d6) δ 2.67 (s, 3H), 4.53 (s, 2H), 6.27 (s, 1H), 7.05 (s, 1H); ESI-MS (m/z) 215.39 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518955B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7e98f51fdf034bcdb39d63ad2acf32ac |
| Source note | uspto-grants-2013_08 |