89563-49-5

Upstream product

• 100-39-0 benzyl bromide 
• 506-68-3 bromocyane 
• 13324-66-8 N-benzylcyclopropanamine 

Downstream Products

• 89563-47-3 N-benzyl-N-cyclopropylthiourea 
• 89563-78-0 2-(N-benzyl-N-cyclopropylamino)-4-(4-bromophenyl)-5-trifluoroacetylthiazole 
• 89563-72-4 2-(N-benzyl-N-cyclopropylamino)-4-isopropyl-5-trifluoroacetylthiazole 
• 89563-39-3 Benzyl-[4-(4-bromo-phenyl)-thiazol-2-yl]-cyclopropyl-amine 
• 89563-38-2 2-(N-benzyl-N-cyclopropylamino)-4-isopropylthiazole 

Relevant academic research and scientific papers

Cyanide-Free Synthesis of Air Stable N-Substituted Li and K Cyanamide Salts from Tetrazoles. Applications toward the Synthesis of Primary and Secondary Cyanamides as Precursors to Amidines

A practical two-step synthesis of N,N′-disubstituted cyanamides consists in the low-temperature metalation of N-substituted 5H-tetrazoles that undergo spontaneous cycloreversion at 0 °C releasing dinitrogen, and forming N-metalated cyanamides that can be reacted in situ with a variety of electrophiles. Remarkably, the N-substituted Li and K cyanamides are air stable white solids at room temperature. Addition of lithium organometallics to the N,N′-disubstituted cyanamides provides a new method for accessing N,N′-disubstituted amidines.

2-(N,N-Disubstituted Amino)thiazoles with Electron-withdrawing Groups at Position 5: Prepaeation and Investigation on Structural Features

A convenient procedure for preparing N-mono- and NN-di-substituted cyanamides from cyanogen bromide has been developed.N,N-Disubstituted thioureas, obtained from the cyanamides, were condensed with α-bromo-α-cyanoketones to give 5-cyano-2-(N,N-disubstituted amino)thiazoles and with α-bromo-ketones to give 2-(N,N-disubstituted amino)thiazoles.Substitution in the latter products afforded 5-trifluoroacetyl- and 5-nitro-2-(N,N-disubstituted amino)thiazoles; nitration is greatly facilitated by the presence of a 4-aryl group.The average values of the barriers of rotation of the barriers to rotation of the 2-NR2 groups (ΔG298) in the 5-substituted thiazoles were established by variable temperature 1H n.m.r. spectrometry to be 57.4 kJ mol -1 (5-NO2), 56.2 (5-COCF3), and 51.5 (5-CN).I.r. examination showed that the 5-trifluoroacetyl compounds adopt one rotational form preferentially; this is probably the carbonyl O,S-syn-conformation.