Veratraldehyde → {2-(3,4-Dimethoxyphenyl)-1-methylsulfanyl-2-[4-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)phenylimino]ethylidene}carbamic acid methyl ester

HRID 1161560Notes

Reaction equation

HRID 1161560 reaction equation
[CH3:1][O:2][C:3](=[O:33])[N:4]=[C:5]([S:31][CH3:32])[C:6]([C:20]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[CH:22][C:21]=1F)=NC1C=CC(C2N=C(C)ON=2)=CC=1.[F:34][C:35]([F:49])([F:48])[C:36]1[O:40][N:39]=[C:38]([C:41]2[CH:46]=[CH:45][C:44]([NH2:47])=[CH:43][CH:42]=2)[N:37]=1.COC1C=C(C=CC=1OC)C=O.CC1ON=C(C2C=CC(N)=CC=2)N=1.FC1C=C(OC)C(OC)=CC=1C=O>>[CH3:1][O:2][C:3](=[O:33])[N:4]=[C:5]([S:31][CH3:32])[C:6]([C:20]1[CH:21]=[CH:22][C:23]([O:28][CH3:29])=[C:24]([O:26][CH3:27])[CH:25]=1)=[N:47][C:44]1[CH:43]=[CH:42][C:41]([C:38]2[N:37]=[C:36]([C:35]([F:48])([F:34])[F:49])[O:40][N:39]=2)=[CH:46][CH:45]=1

Participants

6

Reactant 5

HCID 8419VeratraldehydeHCID 6035952-Fluoro-4,5-dimethoxybenzaldehydeHCID 181881764-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 435251444-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)anilineHCID 72312823[2-(2-Fluoro-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester

Product 1

HCID 72312792{2-(3,4-Dimethoxyphenyl)-1-methylsulfanyl-2-[4-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)phenylimino]ethylidene}carbamic acid methyl ester

Procedure

The same procedure was carried out as in Example (1a) to (1d), except that 4-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)phenylamine (Example (188a)) and 3,4-dimethoxybenzaldehyde were used instead of respectively 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine and 2-fluoro-4,5-dimethoxybenzaldehyde in Example (1a), to give the title compound as a light yellow solid.

Sources & evidence

ORD record
ord-b61b81e25aa14125921ea9ab294e253d
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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