AURORA 11773

Base Information

• Chemical Name: AURORA 11773
• CAS No.: 75614-54-9
• Molecular Formula: C16H12N2OS
• Molecular Weight: 280.35
• Mol file: 75614-54-9.mol

Synonyms:(E)-N-Benzothiazol-2-yl-3-phenyl-acrylamide;2-(Cinnamoylamino)-benzothiazol;2-cinnamamidobenzothazole;(E)-N-(benzothiazol-2-yl)cinnamamide;N-benzothiazol-2-yl-trans-cinnamamide;N-Benzothiazol-2-yl-trans-cinnamamid;

Chemical Property of AURORA 11773

Chemical Property:

• Melting Point: 210 °C
• PSA: 70.23000
• LogP: 4.02120

Purity/Quality:

99% ^*data from raw suppliers

N-(1,3-BENZOTHIAZOL-2-YL)-3-PHENYLACRYLAMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of AURORA 11773

There total 10 articles about AURORA 11773 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%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + Cinnamoyl chloride (102-92-1,17082-09-6) → (2E)-N-(1,3-benzothiazol-2-yl)-3-phenylprop-2-enamide (75614-54-9)

Guidance literature:

With pyridine; for 12h;

Reference yield: 90.0%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + (E)-3-phenylacrylic acid (140-10-3) → (2E)-N-(1,3-benzothiazol-2-yl)-3-phenylprop-2-enamide (75614-54-9)

Guidance literature:

With N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; In neat (no solvent); at 135 ℃; for 0.05h; Microwave irradiation;

DOI:10.1080/00397911.2011.604148

Reference yield: 89.0%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + (E)-3-((1-cinnamoyl-1H-benzo[d][1,2,3]triazol-5-yl)methyl)-1,2-dimethyl-1H-imidazole-3-ium hexauorophosphate → (2E)-N-(1,3-benzothiazol-2-yl)-3-phenylprop-2-enamide (75614-54-9)

Guidance literature:

With dmap; In water; at 100 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1039/c5ra18749d

upstream raw materials:

2-amino-benzthiazole

Cinnamoyl chloride

Cinnamoyliminodithiokohlensaeure-S,S-dimethylester

2-amino-benzenethiol

Downstream raw materials:

N-(benzothiazol-2-yl)-4'-phenyl-1'H-pyrazole-3'-carboxamide

N-(benzothiazol-2-yl)-4'-phenyl-1'H-pyrrole-3'-carboxamide

N-(benzothiazol-2-yl)-4',5'-dihydro-4'-phenyl-1'Hpyrazole-3'-carboxamide

2-[(1-acetyl-5-phenyl)-2-pyrazolin-3-yl]aminobenzothiazole

Refernces

• 1、 Nong, Wenqian,Zhao, Anran,Wei, Jinrui,Cheng, Hui,Luo, Xuan,Lin, Cuiwu. "Synthesis of a series of benzothiazole amide derivatives and their biological evaluation as potent hemostatic agents". . p. 6231 - 6241. Retrieved 2018/02/19.
• 2、 Wang, Guanjie,Fu, Zhenqian,Huang, Wei. "Access to Amide from Aldimine via Aerobic Oxidative Carbene Catalysis and LiCl as Cooperative Lewis Acid". . p. 3362 - 3365. Retrieved 2017/07/13.