18792-49-9

Basic information

• Product Name: 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE
• Synonyms: 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE;Pyrrolidine-1-carbothioic acid phenylamide;N-phenylpyrrolidine-1-carbothioamide
• CAS NO: 18792-49-9
• Molecular Formula: C₁₁H₁₄N₂S
• Molecular Weight: 206.31
• Mol File: 18792-49-9.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 308.8°Cat760mmHg
• Flash Point: 140.6°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 0.000666mmHg at 25°C
• Refractive Index: 1.682
• CAS DataBase Reference: 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE(18792-49-9)
• EPA Substance Registry System: 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE(18792-49-9)

Safety Data

• Hazardous Substances Data: 18792-49-9(Hazardous Substances Data)

Usage

General Description

1-(N-phenylthiocarbamoyl)pyrrolidine is a chemical compound with the molecular formula C12H15N3OS. It is a pyrrolidine derivative that contains a phenylthiocarbamoyl group, which is attached to the nitrogen atom of the pyrrolidine ring. 1-(N-PHENYLTHIOCARBAMOYL)PYRROLIDINE is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals due to its structural versatility and reactivity. It has also shown potential as a building block for the creation of new organic molecules with biological activity. Additionally, 1-(N-phenylthiocarbamoyl)pyrrolidine has been studied for its potential use as an insecticide and fungicide, further highlighting its importance in the fields of chemistry and agriculture.

InChI:InChI=1/C11H14N2S/c14-11(13-8-4-5-9-13)12-10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2,(H,12,14)

Upstream product

• 123-75-1 pyrrolidine 
• 103-72-0 phenyl isothiocyanate 
• 2403-57-8 1-(2-methylprop-1-en-1-yl)pyrrolidine 
• 62-53-3 aniline 
• 4314-19-6 bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione 
• 1197040-29-1 phenyl isocyanate 
• 92147-65-4 tert-butyl phenylcarbamodithioate 
• 103-70-8 Formanilid 

Downstream Products

• 134720-33-5 4-Fluoro-N-phenyl-N-(pyrrolidine-1-carbothioyl)-benzamide 
• 134720-32-4 3-Chloro-N-phenyl-N-(pyrrolidine-1-carbothioyl)-benzamide 
• 134720-35-7 3,4,5-Trimethoxy-N-phenyl-N-(pyrrolidine-1-carbothioyl)-benzamide 
• 134720-31-3 N-Phenyl-N-(pyrrolidine-1-carbothioyl)-benzamide 
• 134720-30-2 (E)-3,N-Diphenyl-N-(pyrrolidine-1-carbothioyl)-acrylamide 
• 134720-34-6 3,4-Dimethoxy-N-phenyl-N-(pyrrolidine-1-carbothioyl)-benzamide 
• 57962-59-1 N-phenyl-1-pyrrolidinethiocarboximidic acid methyl ester 
• 876289-22-4 Ph₃PAuSC(=NPh)N(CH₂)4 
• 1157584-23-0 [Ru(η6-cym)(PPh3)(κ2N,S-PhNC(S)NC4H8)]BPh4 
• 19983-29-0 2-(pyrrolidin-1-yl)benzo[d]thiazole 
• 1237747-21-5 N-phenyl-N-((E)-(phenylimino)(pyrrolidin-1-yl)methyl)pyrrolidine-1-carbothioamide 
• 1279624-51-9 (1,2-bis(diphenylphosphinoethane))Ni(PhNC(S)N(CH₂)4)(BPh₄) 
• 1312937-87-3 N-(benzenesulfonyl)-N'-phenylpyrrolidine-1-carboximidamide 
• 1392837-02-3 N-(1-iminoethyl)-N-phenylpyrrolidine-1-carbothioamide hydrobromide 

Relevant articles and documents

Development of Thiourea-Based Ligands for the Palladium-Catalyzed Bis(methoxycarbonylation) of Terminal Olefins

Thiourea-based ligands were evaluated for the palladium-catalyzed bis(methoxycarbonylation) of terminal olefins. The usefulness of these ligands for this reaction is demonstrated by their stability to oxidizing agents, and their superiority in preventing

2-Picolylamino(diphenylphosphinoselenoic)amide supported zinc complexes: Efficient catalyst for insertion of N–H bond into carbodiimides, isocyanates, and isothiocyanate

We report here the hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by zinc complexes supported by the ligand 2-picolylamino-(diphenylphosphinoselenoic)amide [{(Ph2P-(?Se)}2NCH2(C5H4N)] (1). A series of zinc complexes [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnX2] [(X?Cl (2), Br (3a), I (4)] were prepared from ligand 1 and the corresponding zinc dihalide in a 1:1 molar ratio at 60°C in a chloroform solvent. The reaction of ligand 1 and ZnBr2 in methanol yielded another zinc complex [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnBr2(CH3OH)] (3b). The molecular structures of compounds 3a, 3b, and 4 were established through single-crystal X-ray diffraction analyses. The solid-state structures of all the complexes revealed a κ2- chelation through pyridine nitrogen and selenium atoms of ligand 1 to the zinc ion. Complex 2 proved to be a competent pre-catalyst for the addition of the amine N–H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanate and phenylisothiocyanate in toluene solvents, which proceeded rapidly at room temperature with 5 mol% catalyst loading to yield (up to 99%) the corresponding derivatives of urea and thio-urea. However, a temperature of 90°C was needed for the hydroamination of N,N′ dicyclohexylcarbodiimide. We also report the most plausible mechanism of the hydroamination reaction.

Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(IV) complex

The hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(iv) complex as a precatalyst is reported here. The titanium(iv) complex [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] (1) was synthesised by the reaction of tetrakis-(dimethylamido)titanium(iv) [Ti(NMe2)4] with [{Ph2P(Se)NHCH2CH2NHPPh2(Se)}] in toluene at ambient temperature. Titanium complex 1 proved to be a competent pre-catalyst for the addition of an amine N-H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanates and phenylisothiocyanates in toluene solvents proceeding rapidly at room temperature with 5 mol% catalyst loadings to yield the corresponding urea and thio-urea derivatives up to 99%. However, ambient temperature was needed for hydroamination of 1,3-dicyclohexylcarbodiimide. The amine addition reactions with isocyanates showed first order kinetics with respect to catalyst 1 as well as substrates. The most plausible mechanism for the hydroamination reaction was established by isolating 1,1-dimethylphenyl urea as a side product.