289-16-7

Usage

InChI:InChI=1/C2H4S3/c1-3-2-5-4-1/h1-2H2

Upstream product

• 4478-93-7 D,L-sulforaphane 
• 50-00-0 formaldehyd 
• 150-30-1 Phenylalanine 
• 123-30-8 4-amino-phenol 
• 55-21-0 benzamide 
• 95-54-5 1,2-diamino-benzene 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 95-55-6 2-amino-phenol 

Downstream Products

• 865-36-1 thioformaldehyde 
• 56712-23-3 dithiirane 
• 1246937-26-7 S(CH₂S)2Pt(dppe) 

Relevant academic research and scientific papers

Reactions of aminophenols with formaldehyde and hydrogen sulfide

The reaction of m-aminophenol with CH2O and H2S (1: 2: 1 ratio) afforded 2, 12-dioxa-4, 14-dithia-6, 16-diazatricyclo[15.3.1.1 7,11]docosa-1(20), 7(22), 8, 10, 17(21), 18-hexaene in ～9% yield. Aminophenol o-and p-isomers r

Phenylenediamine and 4,4′-diaminodiphenyls in cyclothiomethylation with CH2O and H2S

Cyclothiomethylation of o-phenylenediamine with CH2O and H 2S gives rise to 1,2,4,5-tetrahydrobenzo[d][1,3,6]thiadiazepine and 1,2,6,7-tetrahydrobenzo[f][1,3,5,8]dithiadiazonine, whereas m-phenylenediamine forms benzothiaza macrohete

Multicomponent heterocyclization of carboxamides with H2S and CH2O

Multicomponent heterocyclization of aliphatic amides with H2S and CH2O (1:3:2) in water-organic solvent mixture in the presence of BuONa led to the formation of 1,3,5-dithiazinane in high yield (30-95%) and with high selectivity (100%). Under these conditions benzamide gave 3,5-dibenzoyl-1,3,5-thiadiazinane in 74% yield, whereas due to ortho-effect the acetylsalicylamide with H2S and CH2O in a system BuOH-H2O without BuONa formed N-acetylsalicyloyl-1,3,5-dithiazinane (80%). Heterocyclization of α-aminosuccinic acid monoamide depending on the H2S and CH2O concentration occurred either at one or both NH2 yielding respectively mono-or bisdithiazinanes.

Cyclothiomethylation of aryl hydrazines with formaldehyde and hydrogen sulfide

Cyclothiomethylation of phenyl hydrazine with CH2O and H 2S in a ratio of 1: 3: 2 in an acidic medium (HCl) afforded previously unknown 3-phenyl-1,3,4-thiadiazolidine (35% yield) and N-phenyl(perhydro-1,3,5-dithiazin-5-yl)amine (35%

Cyclothiomethylation of amino acids and their derivatives using formaldehyde and hydrogen sulfide

A preparative method was developed for the synthesis of dithiazinyl-substituted carboxylic acids by the cyclothiomethylation of amino acids and their derivatives with formaldehyde and hydrogen sulfide. The resulting substituted dithiazines are promising as biocides and selective complexing agents. The effect of the structure of the starting amino acids, reaction conditions, and reactant ratio on the yield and composition of cyclothiomethylation products was studied. Copyright

Synthesis of functionally substituted 1,3-dithiazines via thiomethylation of amino acids

Linear and cyclic sulfur- and nitrogen-containing compounds possessing high complexing ability towards silver were synthesized in the reaction of formaldehyde, hydrogen sulfide, and an amino acid.

Thermal degradation of sulforaphane in aqueous solution

Sulforaphane, a cancer chemopreventive agent identified from broccoli, was degraded in an aqueous solution at 50 and 100 °C. The reaction mixtures were extracted with methylene chloride and analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). Dimethyl disulfide, S- methyl methylthiosulfinate, S-methyl methylthiosulfonate, methyl (methylthio)methyl disulfide, 1,2,4-trithiolane, 4-isothiocyanato-1- (methylthio)-1-butene, and 3-butenyl isothiocyanate were identified as volatile decomposition products. After methylene chloride extraction, the aqueous layer was dried and silica gel column chromatography was used to separate and purify the nonvolatile decomposition products. The major thermal degradation compound was determined by 1H NMR, 13C NMR, and FAB-MS as N,N'-di(4-methylsulfinyl)butyl thiourea. A possible mechanism for the formation of these products is proposed.