99136-97-7

Upstream product

• 110-91-8 morpholine 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 106-47-8 4-chloro-aniline 
• 463-71-8 thiophosgene 
• 39259-27-3 N-(p-chlorophenyl)-N',N-dicarbomethoxyguanidine 

Downstream Products

• 1237747-26-0 N-((E)-(4-chlorophenylimino)(morpholino)methyl)-N-(4-chlorophenyl)morpholine-4-carbothioamide 
• 77475-96-8 C₂₂H₂₄Cl₂N₄O₂S 

Relevant academic research and scientific papers

Design and fabrication of novel thiourea coordination compounds as potent inhibitors of bacterial growth

A new thiourea ligand (HL), namely N-(4-chlorophenyl)morpholine-4-carbothioamide and its Co(III), Ni(II) and Ag(I) complexes (1a, 1b and 1c) were synthesized and investigated by Fourier-transform infrared, 1H NMR and UV-visible spectroscopies.

Eosin y catalyzed visible-light-promoted aerobic oxidative cyclization of 2-aminobenzothiazole

A mild and efficient one-pot visible light irradiated synthesis of 2-aminobenzothiazole 4(a-l) from arylisothiocyanate 1(a-l) and secondary amines 2 have been reported in presence of eosin Y as an organophotoredox catalyst at room temperature under aerobi

Cu(ii) catalysed chemoselective oxidative transformation of thiourea to thioamidoguanidine/2-aminobenzothiazole

2-Haloaryl-sec-alkyl unsymmetrical thioureas (Tu) (halo = -F, -Cl) with a catalytic amount of Cu(ii) salt get oxidised in situ to their disulfide intermediates followed by an imine-disulfide rearrangement to give thioamidoguanidino (Tag) moieties at room temperature. During this process Cu(ii) gets reduced to Cu(i) and forms a complex with the Tag moiety from which Tag moiety can be isolated upon treatment with ammonia. However, when the same reaction was performed at an elevated temperature with a catalytic quantity of Cu(ii) salt, Tu bearing o-halogens (-F, -Cl) gave 2-aminobenzothiazoles via a dehalogenative heteroarylation path and not by the Hugerschoff path involving an electrophilic substitution reaction. For thioureas containing reactive ortho halogens (such as -Br, -I) the reaction proceeds at room temperature giving 2-aminobenzothiazoles via a dehalogenative path requiring a catalytic quantity of Cu(ii). No transformation of thiourea (Tu) to Tag was observed with Cu(i) salts suggesting the requirement of an oxidising Cu(ii) salt for this oxidative transformation. Mild reaction conditions, environmentally benign reagents and solvent, high yields, tolerance of various functional groups are some of the essential features of this methodology.

Arylthioureas with bromine or its equivalents gives no 'Hugerschoff' reaction product

The in situ generated aryl-alkyl unsymmetrical thiourea obtained by the reaction of an aryl isothiocyanate with an aliphatic secondary amine on treatment with bromine or its equivalent gave exclusively a product having a thioamido guanidino moiety and not the expected Hugerschoff product 2-aminobenzothiazole. A plausible reaction mechanism has been proposed for this unprecedented transformation and the scope has been extended to various substrates. The Royal Society of Chemistry 2010.

Fragmentation of N-aryl- and N-Aralkyl-N',N"-dicarbomethoxyguanidines with Thiophosgene

N-Aryl- and N-aralkyl-N',N"-dicarbomethoxyguanidines (3) on treatment with thiophosgene undergo fragmentation to yield N,N'-dicarbomethoxyurea (5) and the isothiocyanates.