133168-46-4

Basic information

• Product Name: N-(4-methoxyphenyl)-N’-piperidinethiourea
• Synonyms: N-(4-methoxyphenyl)-N’-piperidinethiourea
• CAS NO: 133168-46-4
• Molecular Weight: 250.365
• Mol File: 133168-46-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-(4-methoxyphenyl)-N’-piperidinethiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)-N’-piperidinethiourea(133168-46-4)
• EPA Substance Registry System: N-(4-methoxyphenyl)-N’-piperidinethiourea(133168-46-4)

Safety Data

• Hazardous Substances Data: 133168-46-4(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 56134-95-3 ethyl (4-methoxyphenyl)carbamodithioate 
• 5470-34-8 4-methoxyformanilide 
• 10349-38-9 p-methoxyphenylisonitrile 
• 43009-18-3 4-methoxyphenyl dithiocarbamic acid triethylammonium 
• 75-15-0 carbon disulfide 
• 104-94-9 4-methoxy-aniline 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 

Downstream Products

• 1380181-82-7 O-heptyl N-4-methoxyphenylcarbamothioate 
• 33186-14-0 6-methoxy-2-(piperidin-1-yl)benzo[d]thiazole 

Relevant articles and documents

An isocyanide based multi-component reaction under catalyst- and solvent-free conditions for the synthesis of unsymmetrical thioureas

A new and efficient method for the synthesis of thiourea derivatives by a sequential one-pot, three-component reaction between aromatic isocyanides, amines, and 1,2-di-tert-butyldisulfane (DTBS) was developed and 27 different examples were synthesized in good to excellent yields. DTBS was identified as an effective sulfur surrogate without the use of both catalysts and solvents. This protocol does not employ any transition metal catalyst or special experimental setup.

Cerium ammonium nitrate-catalyzed aerobic oxidative coupling of dithiocarbamates: Facile synthesis of thioureas and bis(aminothiocarbonyl)disulfides

Diverse disubstituted and trisubstituted thioureas were synthesized by the condensation of dithiocarbamate TEA (or DABCO) salts and amines using cerium ammonium nitrate (CAN) as a catalyst in high yields at room temperature. It is a one-pot method and it is unnecessary to isolate isothiocyanates. This reaction probably took place through nucleophilic addition of amines to isothiocyanates, which were generated by oxidative coupling of dithiocarbamates and the following decomposition of bis(aminothiocarbonyl)disulfides. When secondary amines and CS2served as the reactants, bis(aminothiocarbonyl)disulfides were obtained via tandem nucleophilic addition/oxidative coupling reactions in moderate to excellent yields. In all the coupling reactions, the oxidant was air and CAN possibly acted as an SET catalyst.

A ligand free copper(II) catalyst is as effective as a ligand assisted Pd(II) catalyst towards intramolecular C-S bond formation via C-H functionalization

Copper(I) catalysts are usually ineffective on the other hand Pd(II) catalysts are quite effective in promoting intramolecular sp2 C-H functionalization (C-S bond formation). Herein, we have developed a ligand assisted Pd(II) catalyzed C-S bond formation via C-H activation from arylthioureas leading to the formation of 2-aminobenzothiazoles for substrates bearing electron donating (EDG) groups in the aryl ring. However without the assistance of ligand this Pd(II) catalyzed reaction is quite unproductive particularly for thioureas possessing strongly electron donating groups in the aryl rings. Interestingly, the ligand free Cu(II) catalyzed oxidative cyclization of arylthioureas are equally effective both for arylthioureas possessing electron donating as well as electron withdrawing groups in the aryl rings.