HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-Chloro-5-cyano-2-(4-n-heptylphenyl)-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-n-Heptylbenzamidine hydrochloride | HCID 15564097 | — |
| Reactant | HCID 178442520 | HCID 178442520 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Chloro-5-cyano-2-(4-n-heptylphenyl)-pyrimidine | HCID 21388817 | — |
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-heptylbenzamidine 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-heptylphenyl)-pyrimidine (melting point 195.6°-198.6° C) is treated with phosphorus oxychloride to give 4-chloro-5-cyano-2-(4-n-heptylphenyl)-pyrimidine having a melting point of 76.3°-76.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03997536 |
| Source dataset | uspto-grants-1976_12 |
| ORD ID | ord-7a9e0d58ecce4d70867c48ad46127025 |
| Source note | uspto-grants-1976_12 |