HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl isocyanate → N-(3-carboethoxy-4-phenylthien-2-yl)-N'-(chloroethyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | Ethyl 2-amino-4-phenylthiophene-3-carboxylate | HCID 73242 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(3-carboethoxy-4-phenylthien-2-yl)-N'-(chloroethyl)urea | HCID 53822359 | — |
Reaction Steps
A solution of 2-amino-3-carboethoxy-4-phenylthiophene, prepared by the method of Gewald Chem. Ber. (1966), 99, 94, (2.47 g, 0.010 mol) in toluene (30 mL) was heated to reflux, treated with 2-chloroethylisocyanate (1.0 mL, 0.012 mol), stirred for 1 hour, treated with a second portion of 2-chloroethylisocyanate (1.0 mL, 0.012 mol), stirred for 1 hour, cooled, and concentrated. The product was crystallized from ethyl acetate/hexane to provide 2.93 g (83%) yield of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06166019 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-9c1dbbe2592d44c296cb464de9d11646 |
| Source note | uspto-grants-2000_12 |