5309-94-4

Upstream product

• 924-45-8 O-ethyl thiopropionate 
• 758-16-7 N,N-dimethylthioformamide 
• 75-03-6 ethyl iodide 
• 540-54-5 1-Chloropropane 
• 68-12-2 N,N-dimethyl-formamide 
• 38341-88-7 prop-2-ynyl thiocyanate 
• 124-40-3 dimethyl amine 
• 42070-57-5 C₅H₉NS₂ 
• 758-96-3 N,N-dimethyl-propanamide 

Downstream Products

• 20061-37-4 S-Phenacyl-N,N-dimethyl-thiopropionsaeureimidiumbromid 
• 85892-04-2 erythro-N,N-dimethyl-2-methyl-3-phenylthiopent-4-enamide 
• 85892-05-3 threo-N,N-dimethyl-2-methyl-3-phenylthiopent-4-enamide 
• 78175-65-2 3-Hydroxy-2,N,N-trimethyl-3,3-diphenyl-thiopropionamide 
• 78175-63-0 2-(1-Hydroxy-cyclohexyl)-N,N-dimethyl-thiopropionamide 
• 78175-70-9 2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-N,N-dimethyl-thiopropionamide 
• 78175-71-0 2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-N,N-dimethyl-thiopropionamide 
• 26919-89-1 (1R,2R)-3-Dimethylamino-2-methyl-1-phenyl-propan-1-ol 
• 26919-89-1 (1RS,2SR)-3-(dimethylamino)-2-methyl-1-phenyl-1-propanol 
• 90421-20-8 2,N,N-Trimethyl-3-phenyl-3-trimethylsilanyloxy-thiopropionamide 
• 90421-20-8 2,N,N-Trimethyl-3-phenyl-3-trimethylsilanyloxy-thiopropionamide 
• 1182707-47-6 (2S,3R)-3-(diphenylphosphorylamino)-N,N,2-trimethyl-3-phenylpropanethioamide 
• 1182707-49-8 (2S,3R)-3-(4-bromophenyl)-3-(diphenylphosphorylamino)-N,N,2-trimethylpropanethioamide 
• 76454-71-2 (2S,3R)-3-Hydroxy-2,N,N-trimethyl-3-phenyl-thiopropionamide 

Relevant academic research and scientific papers

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.

Gas-phase NMR studies of N,N-dimethylthioamides. Influence of the thiocarbonyl substituent on the internal rotation activation energies

Temperature-dependent gas-phase 1H NMR spectra of seven thiocarbonyl-substituted N,N-dimethylthioamides (YCSN(CH3)2) obtained at 300 MHz are consistent with the following free activation energies ΔG?298 (kcal mol-1): Y = H, 22.5 (0.1); CH3, 18.0 (0.1); F, 18.3 (0.1); Cl, 16.9 (0.2); CF3, 17.2 (0.1); CH2CH3, 17.6 (0.1); CH(CH3)2, 16.3 (0.1). The results are compared to condensed-phase values and to the corresponding gas-phase oxoamides.

Reactions of 1-alkynyl thiocyanates with nucleophilic reagents. Synthesis of 2,4-disubstituted 1,3-thiazoles

Reaction of 1-alkynyl thiocyanates RCC-S-CN (1) with alcohols, phenol or thiols or secondary aliphatic amines in the presence of anhydrous zinc chloride or boron trifluoride diethyl etherate gives mixtures of 2,4-disubstituted 1,3-thiazoles (2), thiocarbonyl compounds (3) (thiono esters, dithio esters or thioamides) and 2-alkylidene-1,3-dithioles (4).In all cases, the 1,3-thiazoles can be obtained in good yields if the proper reaction conditions are applied.Interaction between 1 and lithium dialkylamides LiNR'2 gives the compounds RCC-S-NR'2 (5) (attack on sulfur).With alkoxides R'O1-, the primary attack is on CN: the in termediacy alkynethiolate RCC-S1- subsequently reacts with the alkyl cyanate R'OCN to afford 1-alkynyl sulfides RCC-SR'(6)