65407-88-7

Upstream product

• 16778-84-0 4-methoxybenzoyl isothiocyanate 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 110-91-8 morpholine 
• 100-07-2 4-methoxy-benzoyl chloride 
• 333-20-0 potassium thioacyanate 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 115969-30-7 1-[4-(4-Methoxy-phenyl)-2-morpholin-4-yl-thiazol-5-yl]-ethanone 
• 115969-29-4 (4-Methoxy-phenyl)-(4-methyl-2-morpholin-4-yl-thiazol-5-yl)-methanone 
• 189453-16-5 2-(aminocarbonyl)-4-(4-methoxyphenyl)-6-morpholino-2H-1,3,5-thiadiazine 
• 189452-42-4 4-methoxy-N-[(methoxycarbonyl)methyl]-N'-[morpholino(thiocarbonyl)]benzamidine 
• 189452-50-4 N-[(aminocarbonyl)methyl]-4-methoxy-N'-[morpholino(thiocarbonyl)]benzamidine 

Relevant academic research and scientific papers

Synthesis and exploration of 2-morpholino-4-phenylthiazol-5-yl acrylamide derivatives for their effects against carbonic anhydrase I, II, IX and XII isoforms as a non-sulfonamide class of inhibitors

Novel series of 2-morpholino-4-phenylthiazol-5-yl acrylamide derivatives (8a–s) have been synthesized and explored as a non-sulfonamide class of carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. The newly synthesized molecules were evaluated for their CA in

Design, synthesis and identification of novel substituted 2-amino thiazole analogues as potential anti-inflammatory agents targeting 5-lipoxygenase

Human 5-Lipoxygenase (5-LOX) is a key enzyme targeted for asthma and inflammation. Zileuton, the only drug against 5-LOX, was withdrawn from the market due to several problems. In the present study, the performance of rationally designed conjugates of thi

Synthesis of mono- and N,N-disubstituted thioureas and N-acylthioureas

1-Benzotriazole-1-carbothioamide (2), prepared from 1-cyanobenzotriazole (1) and hydrogen sulfide, reacts with amines to give thioureas 3a-e. Reactions of (benzotriazol-1-yl)carboximidamides 4a-d,f-j and acyl- 5a-f,i-k or arylaminocarbonyl- 5g,h (benzotri

Versatile novel syntheses of imidazoles

A novel ring transformation/desulfurization of substituted 2-methyl-1,2,4-thiadiazolium salts 2 provides a versatile entry to imidazoles 3 with a variety of substituents. Simple one-pot procedures combine the preparation of starting 1,2,4-thiadiazolium salts 2 from N-(thiocarbonyl)-N'-methylamidines 1 or 1,2,4-dithiazolium triiodides 6 with the ring transformation/desulfurization to the imidazoles 3. Alternatively, N-(thiocarbonyl)-N'-methylamidines 1 can be transformed to imidazoles 3 or to 1-substituted imidazoles 5 via S-methylation and elimination of methylthiol. In the same manner, a new entry to 4H-imidazoles 8 could be developed.

N'-Substituted N-Acyl- and N-Imidoyl-thioureas: Preparation and Conversion of N',N'-Disubstituted Compounds into 2-(N,N-Disubstituted Amino)thiazol-5-yl Ketones

Known methods were developed to give convenient general procedures for preparing N-acyl-N'-mono- and -N',N'-disubstituted thioureas from acid chlorides, and related N-imidoyl thioureas from imidoyl chlorides.In the products from three acid chlorides and ammonium thiocyanate the acyl isothiocyanates did not appear to be accompained by the isomeric thiocyanates.Treatment of N-(anilino)benzylidene-N',N'-disubstituted thioures with chloroacetone in the presence of triethylamine leads to 5-acetyl-4-phenyl-2-(N,N-disubstituted amino)thiazoles.In contrast, the corresponding N-benzoyl thioureas form only small amounts of these compounds; the main products are the 5-benzoyl-4-methyl isomers, and this unexpected outcome requires a revision of the literature.It is thought that formation of the 5-benzoyl-4-methylthiazoles involves N-C(4) fission of a cyclic intermediate to give an open-chain intermediate in which nucleophilic attack can occur at either the acetyl or the benzoyl group.One of the latter intermediates was generated directly from 2-acetyl-2-bromoacetophenone and N-methyl-N-phenylthiourea, and found to give the 5-benzoyl-4-methyl- and 5-acetyl-4-phenyl-thiazoles as the major and minor products, respectively.

REACTIONS OF CARBONYL ISOTHIOCYANATES WITH CYCLIC ENAMINES

Reaction of carbonyl isothiocyanates with cyclic enamines were investigated and the IR, UV and electron impact mass spectra of the synthesized products are discussed.