HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (ethoxymethylene)malonate → 2-(4-Pentylphenyl)pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 21388870 | HCID 21388870 | — |
| Reactant | HCID 54263893 | HCID 54263893 | — |
| Reactant | HCID 178442098 | HCID 178442098 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Pentylphenyl)pyrimidine-5-carbonitrile | HCID 13574824 | — |
Reaction Steps
The starting material can be obtained according to the procedure of A. R. Todd and F. Bergel, J. Chem. Soc. 1937, 366 from p-n-pentylbenzamide hydrochloride and ethoxymethylenemalonic acid diethyl ester with sodium ethylate in ethanol and subsequent treatment of the obtained 2-(p-n-pentylphenyl)-4-hydroxy-5-pyrimidinecarboxylic acid ethyl ester (melting point 193.9°-194.4° C) with phosphorus oxychloride. The melting point of 2-(p-n-pentylphenyl)-4-chloro-5-pyrimidinecarboxylic acid ethyl ester is 58.5°-59.2° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03997536 |
| Source dataset | uspto-grants-1976_12 |
| ORD ID | ord-9cfb01f011174072b05c2b607a312d4c |
| Source note | uspto-grants-1976_12 |