10205-73-9

Upstream product

• 67-56-1 methanol 
• 1055343-40-2 (2-chloro-benzothiazol-6-yl)-dimethyl-amine 
• 98-80-6 phenylboronic acid 
• 43035-11-6 2-amino-5-dimethylaminophenylthiosulphonic acid 
• 100-52-7 benzaldehyde 
• 134-81-6 benzil 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 351217-80-6 (2,3-diphenyl-2H-benzo[1,4]thiazin-7-yl)-dimethyl-amine 

Relevant academic research and scientific papers

Structure-fluorescence relationship of push-pull 2-phenylbenzothiazole derivatives designed based on the firefly light-emitter

6-Dimethylamino-2-phenylbenzothiazole (1a) mimicking the firefly oxyluciferin structure and the derivatives with an electron-withdrawing substituent on the phenyl group were prepared, and their fluorescence properties were investigated in various solvents. 1a showed solvatochromic fluorescence with good fluorescence quantum yields (Φf >0.8). The introduction of an electron-withdrawing group led to a red-shift of the emission maximum. In particular, the derivatives with the 2,2-dicyanoethenyl and (1,3-dihydro-1,3-dioxo-2H-inden-2-ylidene)methyl groups showed near-infrared fluorescence in chloroform. In addition, the derivative with the phenylimine moiety showed efficient solid-state fluorescence, resulted from a molecular arrangement inhibiting intermolecular interactions for quenching the fluorescence state in crystals.

From benzil arylimines to 2H-benzo-1,4-thiazines, benzothiazoles or indoles

A series of benzil monoarylimines (1) was treated with phosphorus pentasulfide in refluxing toluene or xylene. Thionation of 1 occurred readily to afford either 2H-benzo-1,4-thiazines (2) or indoles (4) via annulation reactions, depending strongly on the nature of the meta substituent of the arylamino group. Mechanisms for these rearrangements were proposed. Furthermore, subsequent oxidation of 2 provided benzothiazoles (3). All compounds were fully characterized by IR, MS, 13C and 1H NMR.