HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl isocyanate → Ethyl 2-(2-oxoimidazolidin-1-yl)-4-(trifluoromethyl)thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | 5-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl ester | HCID 67656 | — |
| Reactant | Ethyl 2-amino-4-methylthiazole-5-carboxylate | HCID 343747 | — |
| Product | Ethyl 2-(2-oxoimidazolidin-1-yl)-4-(trifluoromethyl)thiazole-5-carboxylate | HCID 59481234 | 30% |
Reaction Steps
Following the procedure as described in Example 3, making variations as required to replace ethyl 2-amino-4-methylthiazole-5-carboxylate with ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate to react with 2-chloroethyl isocyanate, the title compound was obtained as a colorless solid in 30% yield: mp 185-187° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 5.54 (s, 1H), 4.36-4.21 (m, 4H), 3.74-3.68 (m, 2H), 1.36-1.31 (m, 3H); 13C NMR (75 MHz, CDCl3) δ 159.8, 157.0, 125.4, 122.6, 121.8, 118.2, 62.0, 44.2, 43.8, 14.0; MS (ES+) m/z 310.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293768B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-0b3328b656734b60849f35ccbba8ed36 |
| Source note | uspto-grants-2012_10 |