2-(P-Dimethylaminostyryl)benzothiazole

Base Information

• Chemical Name: 2-(P-Dimethylaminostyryl)benzothiazole
• CAS No.: 144528-14-3
• Molecular Formula: C17H16N2S
• Molecular Weight: 0.00000
• European Community (EC) Number: 216-622-2,621-964-4
• NSC Number: 402471
• UNII: 151J9IY8BY
• Nikkaji Number: J36.089I,J481.123B
• Wikidata: Q27251670
• Pharos Ligand ID: BPZTCW7WX4H5
• ChEMBL ID: CHEMBL565657
• Mol file: 144528-14-3.mol

Synonyms:4-(2-(1,3-benzothiazol-2-yl)vinyl)-N,N-dimethylaniline;AH2 aniline cpd;2-(4-(dimethylamino)styryl)benzothiazole;DMASBT cpd

Chemical Property of 2-(P-Dimethylaminostyryl)benzothiazole

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 280.10341969
• Heavy Atom Count: 20
• Complexity: 334

Purity/Quality:

99.90% ^*data from raw suppliers

TRANS-2-[4-(DIMETHYLAMINO)STYRYL]BENZOTHIAZOLE Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=CC2=NC3=CC=CC=C3S2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C/C2=NC3=CC=CC=C3S2

Technology Process of 2-(P-Dimethylaminostyryl)benzothiazole

There total 9 articles about 2-(P-Dimethylaminostyryl)benzothiazole 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: 98.0%

2-Methylbenzothiazole (120-75-2) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[(1E)-2-(2-benzothiazolyl)ethenyl]-N,N-dimethylbenzenamine (1628-58-6,144528-14-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In sodium hydroxide; for 1h;

Reference yield: 70.0%

benzothiazol-2-ylmethyl-phosphonic acid diethyl ester (1628-51-9) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[2-(1,3-benzothiazol-2-yl)ethenyl]-N,N-dimethylaniline (1628-58-6,144528-14-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201410548

Reference yield:

→ 4-[(1E)-2-(2-benzothiazolyl)ethenyl]-N,N-dimethylbenzenamine (1628-58-6,144528-14-3)

Guidance literature:

With sulfuric acid;

upstream raw materials:

2-Methylbenzothiazole

4-dimethylamino-benzaldehyde

benzothiazol-2-ylmethyl-phosphonic acid diethyl ester

2-(bromomethyl)-1,3-benzothiazole

Downstream raw materials:

cis-2-[4'-(dimethylamino)styryl]benzothiazole

Refernces

• 1、 Han, Garam,Kim, Dongwook,Park, Younbong,Bouffard, Jean,Kim, Youngmi. "Excimers beyond pyrene: A far-red optical proximity reporter and its application to the label-free detection of DNA". supporting information. p. 3912 - 3916. Retrieved 2015/03/30.
• 2、 Sigmundova, Ivica,Zahradnik, Pavol,Loos, Dusan. "Synthesis and study of novel benzothiazole derivatives with potential nonlinear optical properties". . p. 1069 - 1093. Retrieved 2008/12/22.