HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 21388785, compound
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-Hexyloxybenzamidine hydrochloride | HCID 12238501 | — |
| Reactant | HCID 178444932 | HCID 178444932 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 21388785 | HCID 21388785 | — |
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-hexyloxybenzamidine 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-hexyloxyphenyl)-pyrimidine (melting point 193.0° C; smectic up to 226.0° (clearing point)) is treated with phosphorus oxychloride to give 4-chloro-5-cyano-2-(4-n-hexyloxyphenyl)-pyrimidine having a melting point of 132.7°-133.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03997536 |
| Source dataset | uspto-grants-1976_12 |
| ORD ID | ord-6608d19a5b184664b512cc387808fd4f |
| Source note | uspto-grants-1976_12 |