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3,5-Dimethoxybenzaldehyde → {2-(3,5-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

HRID 1161594
Notes
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Reaction equation

HRID 1161594 reaction equation
[CH3:1][O:2][C:3](=[O:34])[N:4]=[C:5]([S:32][CH3:33])[C:6]([C:20]1[CH:21]=[C:22]([O:30][CH3:31])[C:23]2OCOC[C:24]=2[CH:29]=1)=[N:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=[C:17]([CH3:19])[O:16][N:15]=2)=[CH:10][CH:9]=1.[CH3:35][O:36]C1C=C(C=C(OC)C=1)C=O>>[CH3:1][O:2][C:3](=[O:34])[N:4]=[C:5]([S:32][CH3:33])[C:6]([C:20]1[CH:29]=[C:24]([O:36][CH3:35])[CH:23]=[C:22]([O:30][CH3:31])[CH:21]=1)=[N:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=[C:17]([CH3:19])[O:16][N:15]=2)=[CH:10][CH:9]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 817473,5-DimethoxybenzaldehydeHCID 72312724[2-(8-methoxy-4H-benzo[1,3]dioxin-6-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester

Product 1

HCID 72312837{2-(3,5-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

Procedure

The same procedure was carried out as in Examples (21d) to (21h), except that 3,5-dimethoxybenzaldehyde was used instead of 8-methoxy-4H-benzo[1,3]dioxine-6-carboaldehyde in Example (21d), to give the first eluting enantiomer of the title compound.

Sources & evidence

ORD record
ord-acd5a8d451384522b45c0d59335947aa
Source dataset
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07816522B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes