HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminothiazole → 2-Propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Norvaline, 2-propyl-, ethyl ester | HCID 575027 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester | HCID 11066973 | 62.2% |
Reaction Steps
A solution of 5.40 g of 2-aminothiazole in 150 ml of tetrahydrofuran was combined at 20° C. with 8.75 g of 1,1'-carbonyldiimidazole and the mixture stirred for 30 minutes. The mixture was then raised within 20 minutes to a bath temperature of between 55 and 60° C. and a solution of 9.80 g of the product from stage 3 in 30 ml of tetrahydrofuran was added dropwise. A clear, red-brown solution was obtained, which was stirred for 60 hours at a temperature of between 55° C. and 60° C. Once the solvent had been removed by distillation, the residue was purified by passage through a silica gel column with ethyl acetate. 10.20 g of 2-propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester (62% of th.) were obtained in the form of a yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06004963 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-481ec8cb477d45b29a31d7306e02d62b |
| Source note | uspto-grants-1999_12 |