N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide

Base Information

• Chemical Name: N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide
• CAS No.: 6307-03-5
• Molecular Formula: C21H25N2+
• Molecular Weight: 432.347
• NSC Number: 41006,10535
• Mol file: 6307-03-5.mol

Synonyms:6307-03-5;N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide;SCHEMBL7758713;NSC10535;NSC41006;NSC-10535;NSC-41006;(e)-2-(4-(dimethylamino)styryl)-1,3,3-trimethyl-3h-indol-1-ium iodide

Chemical Property of N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 432.10625
• Heavy Atom Count: 24
• Complexity: 478

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2[N+](=C1C=CC3=CC=C(C=C3)N(C)C)C)C.[I-]
• Isomeric SMILES: CC1(C2=CC=CC=C2[N+](=C1/C=C/C3=CC=C(C=C3)N(C)C)C)C.[I-]

Technology Process of N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide

There total 5 articles about N,N-Dimethyl-4-[(E)-2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,3,3-trimethyl-3H-indolium iodide (6307-03-5)

Guidance literature:

In ethanol; for 4.5h; Inert atmosphere; Reflux;

DOI:10.1039/c5cc09092j

Reference yield: 82.0%

1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + 4-dimethylamino-benzaldehyde (100-10-7) → trans-2--1',3',3'-trimethylindolium iodide (6307-03-5)

Guidance literature:

With acetic anhydride; for 1h; Reflux;

DOI:10.1016/j.dyepig.2010.12.004

Reference yield:

phenylhydrazine hydrochloride (59-88-1) → 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,3,3-trimethyl-3H-indolium iodide (6307-03-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 12 h / Reflux; Inert atmosphere

2: acetonitrile / Reflux

3: ethanol / 12 h / Reflux; Inert atmosphere

With acetic acid; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2012.09.109

upstream raw materials:

1,2,3,3-tetramethyl-3H-indolium iodide

4-dimethylamino-benzaldehyde

phenylhydrazine hydrochloride

3-methyl-butan-2-one