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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418684Generated: November 2, 2026

Ethanol → 5-(Phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamine

https://huagongshe.com/reaction/2418684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-(2-Phenyldiazenyl)propanedinitrileHCID 22347—
ReactantPyridine-4-amidine hydrochlorideHCID 2776844—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
Product5-(Phenylazo)-2-(4-pyridinyl)-4,6-pyrimidinediamineHCID 1333993261.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04473571
Source datasetuspto-grants-1984_09
ORD IDord-c9329c89599f450e8adaf156cd206bcf
Source noteuspto-grants-1984_09