3-Methoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine → Anitrazafen

https://huagongshe.com/reaction/2058667

Participants

Role	Name	HCID	Charge
Reactant	3-Methoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 12676609	—
Reactant	3-Methyl-5,6-bis(4-ethoxyphenyl)-1,2,4-triazine	HCID 12811057	—
Reactant	3-Isopropyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 12811058	—
Reactant	3-n-Propylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 12811060	—
Reactant	3-Isopropoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 12811061	—
Reactant	3-Ethyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 12832926	—
Reactant	3-(Ethylsulfanyl)-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 15571596	—
Reactant	5,6-Bis(4-methoxyphenyl)-3-[(propan-2-yl)sulfanyl]-1,2,4-triazine	HCID 15571597	—
Reactant	3-Ethoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine	HCID 15571600	—
Product	Anitrazafen	HCID 44410	—

Reaction Steps

The preparation of the following compounds coming within the scope of formula II above can be found in U.S. Pat. 4,190,725: 3-ethyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine; 3-ethylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine; 3-isopropylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine; 3-methoxy-5,6-bis-(4-methoxyphenyl)-1,2,4-triazine, and 3-ethoxy-5,6-bis-(4-methoxyphenyl)-1,2,4-triazine. Other compounds of particular interest preparable by one or more of the above procedures include 3-methyl-5,6-bis(4-ethoxyphenyl)-1,2,4-triazine, m.p.=104°-106° C.; 3-isopropyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine, m.p.=87°-89° C.; 3-n-propyl-5,6-(4-methoxyphenyl)-1,2,4-triazine, m.p.=74°-78° C.; 3-ethoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine, m.p.=120°-122° C.; 3-isopropoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine, m.p.=106°-108° C.; and 3-n-propylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine, m.p.=88°-90° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04318911
Source dataset	uspto-grants-1982_03
ORD ID	ord-52abc50be89044d7b4d4d6e14fc189a3
Source note	uspto-grants-1982_03