4-Pyridinecarboxaldehyde → N-[(E)-pyridin-4-ylmethylideneamino]-3-(trifluoromethoxy)aniline

Reaction equation

[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:5]=[C:6]([NH:10][NH2:11])[CH:7]=[CH:8][CH:9]=1.[N:14]1[CH:19]=[CH:18][C:17]([CH:20]=O)=[CH:16][CH:15]=1>>[N:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[N:11]/[NH:10][C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:12])([F:13])[F:1])[CH:5]=2)=[CH:16][CH:15]=1

Participants

Reactant 2

HCID 133894-Pyridinecarboxaldehyde

HCID 5194226[3-(Trifluoromethoxy)phenyl]hydrazine

Product 1

HCID 87352688N-[(E)-pyridin-4-ylmethylideneamino]-3-(trifluoromethoxy)anilineYield 40%

Procedure

In analogy to the procedure described in Example 167A], 3-(trifluoromethoxy)phenylhydrazine and pyridine-4-carbaldehyde gave the title compound as a light yellow solid (40%). MS: 282.0 (MH+).

Sources & evidence

ORD record: ord-2b88fc7a3e454039aeefa2582ad88243
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977358B2

Reaction notes

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