HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 5-(Phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-(2-Phenyldiazenyl)propanedinitrile | HCID 22347 | — |
| Reactant | Pyridine-4-amidine hydrochloride | HCID 2776844 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(Phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamine | HCID 13339932 | 61.2% |
Reaction Steps
The intermediate 5-(phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamine was prepared as follows: a mixture containing 477 g of isonicotinamidine hydrochloride, 3 liters of ethanol and 170 g of sodium methoxide was stirred for 30 minutes and to the mixture was added 340 g of α-(phenylazo)malononitrile and the reaction mixture was stirred under reflux for 5 hours and then poured into 3 liters of water. The solid that separated was collected, washed with water and dried in a vacuum oven at 90°-95° C. to yield 356 g of 5-(phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamine, m.p. 302°-305° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04503228 |
| Source dataset | uspto-grants-1985_03 |
| ORD ID | ord-cb567f4dc2ca44c68784e81fb6388c9a |
| Source note | uspto-grants-1985_03 |