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

HRID 2058667Notes

Reaction equation

HRID 2058667 reaction equation
[CH2:1]([C:3]1[N:4]=[N:5][C:6]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:8]=1)C.C(SC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)C.C(SC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)(C)C.COC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1.C(OC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)C.CC1N=NC(C2C=CC(OCC)=CC=2)=C(C2C=CC(OCC)=CC=2)N=1.C(C1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)(C)C.C(OC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)(C)C.C(SC1N=NC(C2C=CC(OC)=CC=2)=C(C2C=CC(OC)=CC=2)N=1)CC>>[CH3:16][O:15][C:12]1[CH:11]=[CH:10][C:9]([C:7]2[N:8]=[C:3]([CH3:1])[N:4]=[N:5][C:6]=2[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:14][CH:13]=1

Participants

10

Reactant 9

HCID 126766093-Methoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 128110573-Methyl-5,6-bis(4-ethoxyphenyl)-1,2,4-triazineHCID 128110583-Isopropyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 128110603-n-Propylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 128110613-Isopropoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 128329263-Ethyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 155715963-(Ethylsulfanyl)-5,6-bis(4-methoxyphenyl)-1,2,4-triazineHCID 155715975,6-Bis(4-methoxyphenyl)-3-[(propan-2-yl)sulfanyl]-1,2,4-triazineHCID 155716003-Ethoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine2×

Product 1

HCID 44410Anitrazafen

Procedure

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.

Workup

  1. customThe preparation of the following compounds

Sources & evidence

ORD record
ord-52abc50be89044d7b4d4d6e14fc189a3
Source dataset
uspto-grants-1982_03
Patent number
US04318911

Reaction notes

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