(1E,2E,1'E,2'E)-N,N'-(Sulfonyldi-4,1-phenylene)bis(3-phenyl-2-propen-1-imine)
AC1MSDH8.png

(1E,2E,1'E,2'E)-N,N'-(Sulfonyldi-4,1-phenylene)bis(3-phenyl-2-propen-1-imine), also known as AC1MSDH81, is an adduct of cinnamaldehyde and dapsone2.

The adduct AC1MSDH8 is a Schiff base. AC1MSDH8 has been formed by the condensation of 0.264 grams of the aldehyde cinnamaldehyde with 0.281 grams of the alkaloid dapsone in 20 ml ethanol for 5 min while stirring at 60° C forming the Schiff base AC1MSDH8 with a yield of 87%. While heat is used to speed up the reaction, no chemical catalyst is needed.[1]

Cinnamaldehyde dapsone AC1MSDH8
Cinnamaldehyde.gif Dapsone.png AC1MSDH8.png

Chemical Properties

Synonyms: AC1MSDH8; (15e)-4-((4e)-4-((E)-3-phenylallylideneamino) Phenylsulfonyl)-n-((E)-3-
Phenylallidene) Benzenamine; (1E,2E,1'E,2'E)-N,N'-(Sulfonyldi-4,1-phenylene)bis(3-phenyl-2-propen-1-imine);N-[4-[4-(cinnamylideneamino)phenyl]sulfonylphenyl]-3-phenylprop-2-en-1-imine
ChemSpider ID: 4725614
PubChem Compound ID: 3557551
Molecular Weight: 476.58876 [g/mol]
Molecular Formula: C30H24N2O2S
XLogP3-AA: 6.2
H-Bond Donor: 0
H-Bond Acceptor: 4
Systematic name: (1E,2E,1'E,2'E)-N,N'-(Sulfonyldi-4,1-phenylene)bis(3-phenyl-2-propen-1-imine)
IUPAC Name: N-[4-[4-(cinnamylideneamino)phenyl]sulfonylphenyl]-3-phenylprop-2-en-1-imine
InChI: InChI=1S/C30H24N2O2S/c33-35(34,
29-19-15-27(16-20-29)31-23-7-13-25-9-3-1-4-10-25)30-21-17-28(18-22-30)
32-24-8-14-26-11-5-2-6-12-26/h1-24H
InChIKey: ZWGKBUDLJLCNEH-UHFFFAOYSA-N
Canonical SMILES: C1=CC=C(C=C1)C=CC=NC2=CC=C(C=C2)S(=O)(=O)C3=CC=C(C=C3)N=CC=CC4=CC=CC=C4


See Also


Bibliography
1. Parviz Torabi, S. Zahra Sayyed-Alangi, Mohammad T. Baei and M. Noei
Preparation and Study the Spectroscopic Properties of (15E)-4-((4E)-4-((E)-3-Phenylallylideneamino) Phenylsulfonyl)-N-((E)-3 Phenylallidene) Benzenamine and (15E)-4-((4E)-4-((Z)-2-Bromo-3 Phenylallylideneamino) Phenylsulfonyl)-N-((Z)-2-Bromo-3 Phenylallidene) Benzenamine: as Schiff Bases; World Applied Sciences Journal 18 (7): 925-928, 2012; ISSN 1818-4952; IDOSI Publications, 2012; DOI: 10.5829/idosi.wasj.2012.18.07.1015 (Download Attached PDF Document)
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