5724-99-2

Upstream product

• 937-64-4 4-chlorophenyl chlorothionoformate 
• 5724-88-9 N,N'-Bis-<4-chlor-phenoxycarbimidoyl>-benzolsulfonsaeure-hydrazid 
• 917-61-3 sodium isocyanate 
• 106-48-9 4-chloro-phenol 
• 1124-59-0 4-chlorophenyl cyanate 
• 57-13-6 urea 
• 590-28-3 potassium cyanate 

Downstream Products

• 22100-93-2 N.N'-Methylen-bis- 
• 638-42-6 pentyl carbamate 
• 95-25-0 5-chloro-2-benzoxazolinone 
• 22071-63-2 N.N'-Ethyliden-bis- 

Relevant academic research and scientific papers

Green and efficient synthesis of thioureas, ureas, primary: O -thiocarbamates, and carbamates in deep eutectic solvent/catalyst systems using thiourea and urea

An efficient and general catalysis process was developed for the direct preparation of various primary O-thiocarbamates/carbamates as well as monosubstituted thioureas/ureas by using thiourea/urea as biocompatible thiocarbonyl (carbonyl) sources. This procedure used choline chloride/tin(ii) chloride [ChCl][SnCl2]2 with a dual role as a green catalyst and reaction medium to afford the desired products in moderate to excellent yields. Moreover, the DES can be easily recovered and reused for seven cycles with no significant loss in its activity. Besides, the method shows very good performance for synthesizing the desired products on a large scale.

Superparamagnetic Fe3O4 Nanoparticles in a Deep Eutectic Solvent: An Efficient and Recyclable Catalytic System for the Synthesis of Primary Carbamates and Monosubstituted Ureas

Superparamagnetic Fe3O4 nanoparticles were used to synthesize various primary carbamates as well as monosubstituted and N,N-disubstituted ureas. This efficient phosgene-free process used urea as an eco-friendly carbonyl source in the presence of a biocompatible deep eutectic solvent (DES) to provide an inexpensive and attractive route that afforded the products in moderate to excellent yields. The employed DES serves both a catalytic role and as the green reaction medium. The magnetic nanocatalyst and DES can been reused several times without a significant loss of activity.

4-Dodecylbenzenesulfonic acid (DBSA) promoted solvent-free diversity-oriented synthesis of primary carbamates, S-thiocarbamates and ureas

A simple and highly efficient solvent-free method for the conversion of alcohols, phenols, thiols and amines to primary carbamates, S-thiocarbamates and ureas in the presence of 4-dodecylbenzenesulfonic acid (DBSA) as a cheap and green Bronsted acid reagent has been described. All products were obtained in good to excellent yields and characterized using FT-IR, 1H- and 13C-NMR, MS and CHNS techniques.

Competition between SN2 and (general acid-catalysed) E1cB reactions in the aqueous decomposition of methyl N-(substituted phenoxycarbonyl)sulfamate esters

The aqueous reaction mechanisms of methyl N-(substituted phenoxycarbonyl)sulfamates 4a-d were examined in the entire pH range 0-14 at 50 °C. The pH-rate profiles indicate a rate law that includes two pH-independent terms. ka (s-1) in acid and kp (s-1) around neutral pH, with ka > kp, and a hydroxide-ion dependent term, kOH (dm3 mol-1 s-1), at high pH. In acid, product analysis reveals that two competitive reactions are involved for hydrolysis with ka = kCO + kMe: a general acid-catalysed acyl-oxygen bond cleavage reaction of anions 4- (kCO) and a methyl-oxygen bond cleavage reaction resulting from water attack at the methyl carbon of neutral compounds 4 (kMe). For all compounds 4 investigated the kMe reaction is the dominant pathway (i.e., > 79%) in 1.0 mol dm-3 HCl solution. In contrast to ka, the spontaneous hydrolysis reaction of 4-, kp, takes place exclusively by acyl-oxygen bond cleavage and leads to the formation of methoxysulfonyl isocyanate as free intermediate. As observed in acid for the kMe reaction, the kOH reaction of 4- is best rationalized by a SN2Al mechanism in which hydroxide ion attacks anions 4- at the saturated methyl carbon leading to methyl-oxygen bond cleavage.

Process for the preparation of asymmetrically substituted ureas, carbamates or thiocarbamates

Process for the preparation of asymmetrically substituted ureas, carbamates, thiocarbamates or substituted isocyanates by reaction of an adduct of isocyanic acid and a tertiary amine with a primary and secondary amine, an alcohol, a thiol or a compound having one or two non-cumulated olefinic double bonds, and a process for the preparation of N-mono- or N,N-disubstituted ureas by reaction of ammonium isocyanate with a primary or secondary amine in a diluent.

Process for the preparation of substituted isocyanates

Process for the preparation of asymmetrically substituted ureas, carbamates, thiocarbamates or substituted isocyanates by reaction of an adduct of isocyanic acid and a tertiary amine with a primary and secondary amine, an alcohol, a thiol or a compound having one or two non-cumulated olefinic double bonds.