Synthesis of N-benzylideneaniline

Preparation of N-benzylideneaniline

Preparation of N-benzylideneaniline

Preparation of N-benzylideneaniline

9.3 g of aniline and 10.6 g of benzaldehyde are placed in a porcelain dish on an oil bath and heated for 5 hours at 125° C. The product, while still warm, is poured into ice-water with stirring. N-Benzylideneaniline solidifies, is filtered and washed. It is insoluble in water, but can be recrystallised from alcohol. Yield 85%, m.p. 54° C.

Systematic organic chemistry, by W. M. Cumming, 306, 1937.

IUPAC Name

N,1-diphenylmethanimine

InChI

InChI=1S/C13H11N/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h1-11H

InChI Key

UVEWQKMPXAHFST-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C(C=C1)C=NC2=CC=CC=C2

Depositor-Supplied Synonyms

N-Benzylideneaniline, BENZALANILINE, Benzylideneaniline, 538-51-2, (E)-N-Benzylideneaniline, N-Benzalaniline, Benzaldehyde anil, N,1-diphenylmethanimine, Aniline, N-benzylidene-, N-Benzylidenaniline, Benzenamine, N-(phenylmethylene)-, N-(phenylmethylidene)aniline, N-(phenylmethylene)benzenamine, Benzylidene-phenyl-amine, UNII-M1JG410QVC, M1JG410QVC, UNII-09N8O50V91, NSC 736, NSC-736, UVEWQKMPXAHFST-SDNWHVSQSA-N, UVEWQKMPXAHFST-UHFFFAOYSA-N, 09N8O50V91, N-Phenylbenzylideneimine, (Benzylidene)phenylamine, Benzenamine, N-(phenylmethylene)-, (E)-, Benzenamine, N-(phenylmethylene)-, (Z)-, N-Phenylbenzenemethanimine, N-[Phenylmethylidene]aniline #, EINECS 208-694-9, 1750-36-3, 33993-35-0, Diphenylimine, N-benzylidene aniline, N1-benzylideneaniline, cis-Benzylideneaniline, trans-Benzylideneaniline, ACMC-209lak, Phenyl(benzylidene)amine, Benzylideneaniline [MI], Maybridge4_003619, Benzylideneaniline, (Z)-, AC1L1W3Q, AC1Q28IS, N-((E)-Benzylidene)aniline, SCHEMBL59999, N-(phenylmethylene)benzeneamine, 272795_ALDRICH, NSC736, N-(Phenylmethylidene)benzenamine, CHEMBL1256376, N-((E)-Benzylidene)phenylamine, SCHEMBL13084384, CTK0E3985, CTK1B8035, Aniline, N-benzylidene- (8CI), MolPort-001-779-701, MolPort-003-665-058, N-[(E)-Phenylmethylidene]aniline, (1E)-1,2-diphenyl-1-azaethene, HMS1531E11, (NE)-N-(phenylmethylidene)aniline, 6099AF, ANW-31866, ZINC18142915, AKOS004910138, AKOS022173555, ZINC100017976, MCULE-6147954113, NE18688, benzenamine, N-[(1E)-phenylmethylene]-, AJ-70349, AJ-70350, AK142020, AN-45712, KB-57742, OR022072, OR231574, OR280838, AB1001976, AI3-01538, KB-107095, RT-000371, B1034, Diphenylimine; N-(Phenylmethylene)benzenamine, FT-0693050, ST50308698, Benzenamine, N-(phenylmethylene)-, (N(Z))-, EN300-16168, T7105908, 3B3-084193, I14-114447

Removed Synonyms

CID10858, T1239, M4

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