HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-Chloro-5-cyano-2-(4-heptyloxyphenyl)-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester | HCID 78943 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | p-Heptyloxybenzamidine hydrochloride | HCID 12238503 | — |
| Reactant | 5-Cyano-4-hydroxy-2-(4-n-heptyloxyphenyl)-pyrimidine | HCID 178444045 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Chloro-5-cyano-2-(4-heptyloxyphenyl)-pyrimidine | HCID 21388806 | — |
Reaction Steps
The starting material can be obtained according to the procedure of A. R. Todd and F. Bergel, J. Chem. Soc. 1937, 365 by reaction of p-n-heptyloxybenzamidine hydrochloride with α -ethoxymethylene-α -cyanoacetic acid ethyl ester and sodium ethylate in ethanol and then with sodium hydroxide solution. The resulting 5-cyano-4-hydroxy-2-(4-n-heptyloxyphenyl)-pyrimidine (melting point 180.8° C; smectic up to 231.5° C. (clearing point) is treated with phosphorus oxychloride to give 4-chloro-5-cyano-2-(4-n-heptyloxyphenyl)-pyrimidine having a melting point of 133.3°-134.6° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04066570 |
| Source dataset | uspto-grants-1978_01 |
| ORD ID | ord-04f47dc09cd247f8a7f001584fb989b4 |
| Source note | uspto-grants-1978_01 |