15563-46-9

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 1878-66-6 4-chlorophenylacetic Acid 
• 1615-02-7 p-chlorocinnamic acid 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 20193-94-6 bis-(4-methyl-benzyl)-disulfide 
• 124-40-3 dimethyl amine 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 127-19-5 N,N-dimethyl acetamide 
• 137-26-8 Thiram 
• 14062-80-7 N,N-dimethyl-4-chlorobenzamide 

Downstream Products

• 95213-53-9 C₁₁H₁₅ClN₄S 
• 95213-62-0 4-Chloro-N'-ethylsulfanyl-N,N-dimethyl-benzamidine 

Relevant academic research and scientific papers

Copper-Catalyzed Synthesis of Aryl Thioamides from Aryl Aldehydes and Tetramethylthiuram Disulfide

A novel and convenient method for the synthesis of aryl thioamides from aryl aldehydes and tetramethylthiuram disulfide (TMTD) without the use of sulfurating reagent was explored. In the presence of CuI and di- tert -butyl peroxide (DTBP), various aryl thioamides were prepared with good to excellent yields, tetramethylthiuram disulfide as thioamide source is essential for this transformation. The protocol features broad substrate scope, nice yields, operability and commercially available and inexpensive raw materials, showing its practical synthetic value in organic synthesis.

Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur

A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.

Metal-free three-component synthesis of thioamides from β-nitrostyrenes, amines and elemental sulfur

A metal-free C[dbnd]C bond cleavage reaction of β-nitrostyrenes in the presence of elemental sulfur and secondary amines/amides is described. Elemental sulfur serves as both a raw material and an oxidant for C[dbnd]C bond cleavage, and secondary amines or amides are both feasible nitrogen sources. Besides mild reaction condition and simple work-up procedure, the method provided thioamides with good to excellent yields.

-Annulation of Azaoxyallyl Cations and Thiocarbonyls for the Assembly of Thiazolidin-4-ones

A base-promoted, efficient [3 + 2] annulation between azaoxyallyl cations and thiocarbonyls is reported for flexible access to highly functionalized thiazolidin-4-one derivatives in good to excellent yields. An intriguing feature of this method is the met

K2S2O8-promoted aryl thioamides synthesis from aryl aldehydes using thiourea as the sulfur source

Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.

Sulfur promoted decarboxylative thioamidation of carboxylic acids using formamides as amine proxy

An efficient decarboxylative thioamidation of arylacetic and cinnamic acids has been developed employing formamides as amine surrogate and sulfur as promoter. Thioamides with variant structural features are obtained under mild reaction conditions without the use of transition metal catalysts and oxidants.

Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis

An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.

Dimethylamine as the key intermediate generated in situ from dimethylformamide (DMF) for the synthesis of thioamides

An improved and efficient method for the synthesis of thioamides is presented. For this transformation, dimethylamine as the key intermediate is generated in situ from dimethylformamide (DMF). All the tested substrates produced the desired products with excellent isolated yields.

Ammonium phosphorodithioate: A mild, easily handled, efficient, and air-stable reagent for the conversion of amides into thioamides

A simple, efficient, and new method has been developed for the synthesis of thioamides from amides. As described below, the reaction of a variety of aromatic and aliphatic amides in the presence of ammonium phosphorodithioate as an efficient reagent proceeded effectively to afford the corresponding thioamides in high yields. This method is easy, rapid, and high-yielding for the synthesis of thioamides from amides using an easily handled reagent. Georg Thieme Verlag Stuttgart · New York.

Carbophilic reactions of amines or methanol with thioaldehyde-S-oxides

Correspondence and reprints Reaction of primary aliphatic amines with 7-ethylenic thioaldehyde-S-oxides la,b affords the corresponding imines 2a,b via a carbophilic addition of amine. When treated with sodium methoxide (1 equiv) and an excess of a primary amine, some methyl sulfinates 3 or 6, bearing a benzylic or allylic chain on the sulfur, are converted into imines 4 or 7. Treatment of the methyl sulfinates 3 with methoxide anion in THF or methanol generally affords a mixture of aldehydes 9, the corresponding dimethylacetals 14, a,a'-dimethoxydisulfides 10, esters 11, thionoesters 12 and methyl a-methoxysulfinates 15, whose ratios depend on the conditions. The formation of these compounds is best explained by a deprotonationelimination of the methyl sulfinates into the corresponding thioaldehyde-S-oxides; which then undergo a carbophilic addition of methoxide anion or methanol. Several possible reaction paths from the so-formed a-methoxysulfenate anions IX are discussed for their conversion into the final compounds. unsaturated sulfinic ester / elimination / thioaldehyde-S-oxide / imine / aldehyde / a,a -dimethoxydisulflde / thionoester / methyl u-methoxysulflnate Eisevier,.