1986-08-9

Basic information

• Product Name: S-chloro-N-phenylisothiocarbamoyl chloride
• Synonyms: S-chloro-N-phenylisothiocarbamoyl chloride
• CAS NO: 1986-08-9
• Molecular Weight: 206.095
• Mol File: 1986-08-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: S-chloro-N-phenylisothiocarbamoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: S-chloro-N-phenylisothiocarbamoyl chloride(1986-08-9)
• EPA Substance Registry System: S-chloro-N-phenylisothiocarbamoyl chloride(1986-08-9)

Safety Data

• Hazardous Substances Data: 1986-08-9(Hazardous Substances Data)

Upstream product

• 67-66-3 chloroform 
• 7782-50-5 chlorine 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 7707-37-1 N-chlorocarbonyl-N-(4-chloro-phenyl)-S-(chloro-phenylimino-methyl)-thiohydroxylamine 
• 7707-35-9 N-chlorocarbonyl-S-(chloro-phenylimino-methyl)-N-phenyl-thiohydroxylamine 
• 7707-36-0 N-chlorocarbonyl-S-(chloro-phenylimino-methyl)-N-p-tolyl-thiohydroxylamine 
• 33863-72-8 (3,4-diphenyl-4H-[1,2,4]thiadiazol-5-ylidene)-phenyl-amine 
• 7707-32-6 N-chlorocarbonyl-S-(chloro-phenylimino-methyl)-N-isopropyl-thiohydroxylamine 
• 109773-85-5 5,7-Dimethyl-3-phenylimino-3H-1,2,4-thiadiazolo<4,3-c>pyrimidine 
• 109773-87-7 3-Phenylimino-3H-1,2,4-thiadiazolo<3,4-b>benzothiazole 
• 10021-27-9 S-<2-Chlor-aethyl>-N-phenyl-isothiocarbamoylchlorid 
• 5772-98-5 S-<2-Chlor-pentyl>-N-phenyl-thiocarbamat 
• 5773-02-4 S-<2-Chlor-cyclohexyl>-N-phenyl-isothiocarbamoylchlorid 
• 622-44-6 phenylcarbonimidic dichloride 
• 139119-23-6 4,N-bis-(4-chloro-phenyl)-N'-phenyl-[1,2,4]dithiazolidine-3,5-diylidenediamine 
• 66042-85-1 4-(4-chloro-phenyl)-N,N'-diphenyl-[1,2,4]dithiazolidine-3,5-diylidenediamine 
• 66042-84-0 N,N'-diphenyl-4-p-tolyl-[1,2,4]dithiazolidine-3,5-diylidenediamine 

Relevant articles and documents

Synthesis and schematic mechanism of 3-phenylamino-4-phenyl-5-tetra-O-acetyl-β-D-glucopyranosylimino-1,2,4-dithiazolidines and Its De-acetylated Nucleoside

A systematic synthesis of 3-phenylimino-4-phenyl-5-tetra-O-acetyl-β-D-glucopyranosylimino-1,2,4-dithiazolidine (acetylated glucopyranosylimino nucleoside) from glucose as starting material. The steps included acetylating glucose to glucose penta-acetate (II). Step 2 involves the bromination of glucose penta-acetate (II) to 2,3,4,6 tetra-O-acetyl-α-D-glucopyranosyl bromide (III). In step 3 compound (III) reacted with lead thiocyanate to give 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate (IV). In the step 4 N-phenyl-3-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate (V) was prepared. In the last step on refluxing compound (V) with N-phenyl S-chloro isothiocarbamoyl chloride to yield acetylated glucopyranosyl nucleoside. Furthermore de-acetylating of acetylated glucopyranosyl nucleoside was carried out to obtain 3-phenylimino-4-phenyl-5-β-D-gluopyranosyl imino 1,2,4-dithiazolidine (de-acetylated glucopyranosylimino nucleoside). The synthesized acetylated glucopyranosylimino nucleoside and deacetylated glucopyranosylimono nucleoside were structurally confirmed by elemental analysis, ultraviolet spectral analysis, infrared spectroscopy, nuclear magnetic resonance spectroscopy and mass spectroscopy.

ADDITION REACTION OF SULFUR DICHLORIDE TO FUNCTIONALIZED IMINES DIRECTED TOWARD HETEROCYCLIC SYNTHESIS

Although it was shown that the reactions of sulfur dichloride (SCl2) with imines 1a-c or with the azine 14 gave rise to very unstable 1:1 adducts, 1-aza- and 2-azabutadienes, 5 and 10, reacted with SCl2 to afford the isothiazoles 6 and the thiazoles 11, respectively, in high yields.Addition of SCl2 to heterocumulenes was also studied and the ketenimines 16 and diphenylketene 27 gave 1:1 adducts which were applied to heterocyclic synthesis as bifunctional reagents.Addition of SCl2 to these compounds was investigated by monitoring the reactions by 13C nmr spectroscopy.