Phenyl 2-(phenylthio)phenylcarbamate

Base Information

• Chemical Name: Phenyl 2-(phenylthio)phenylcarbamate
• CAS No.: 111974-73-3
• Molecular Formula: C19H15NO2S
• Molecular Weight: 321.4
• European Community (EC) Number: 601-145-8,924-594-4
• DSSTox Substance ID: DTXSID701283834
• Mol file: 111974-73-3.mol

Synonyms:111974-73-3;PHENYL 2-(PHENYLTHIO)PHENYLCARBAMATE;Phenyl N-(2-phenylsulfanylphenyl)carbamate;Phenyl[2-phenylthio)phenyl]carbamate;Phenyl2-(Phenylthio)Phenylcarbamate;EC 601-145-8;Carbamic acid, (2-(phenylthio)phenyl)-, phenyl ester;Carbamic acid, [2-(phenylthio)phenyl]-, phenyl ester;SCHEMBL9028;FWULFEHVLSQUBD-UHFFFAOYSA-N;DTXSID701283834;phenyl 2-(phenylthio)phenyl carbamate;Phenyl [2-(phenylthio)phenyl]carbamate;Phenyl N-[(2-Phenylsulfanyl)phenyl]carbamate;Carbamicacid,N-[2-(phenylthio)phenyl]-,phenylester;N-[2-(Phenylthio)phenyl]carbamic Acid Phenyl Ester;Carbamic acid, N-[2-(phenylthio)phenyl]-, phenyl ester

Chemical Property of Phenyl 2-(phenylthio)phenylcarbamate

Chemical Property:

• Vapor Pressure: 7.14E-08mmHg at 25°C
• Melting Point: 91 - 92°C
• Boiling Point: 438.0±37.0 °C(Predicted)
• PKA: 12.41±0.70(Predicted)
• PSA: 67.12000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 5.46230
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 321.08234989
• Heavy Atom Count: 23
• Complexity: 364

Purity/Quality:

99.9% ^*data from raw suppliers

Phenyl[2-phenylthio)phenyl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)NC2=CC=CC=C2SC3=CC=CC=C3
• Uses: Phenyl[2-phenylthio)phenyl]carbamate is an intermediate utilized for the synthesis of Quetiapine Hemifumarate (Q510000), an atypical antipsychotic agent used for the treatment of patients with schizop hrenia, biopolar disorder and to treat major depressive disorder. Phenyl[2-phenylthio)phenyl]carbamate is an intermediate utilized for the synthesis of Quetiapine Hemifumarate (Q510000), an atypical antipsychotic agent used for the treatment of patients with schizophrenia, biopolar disorder and to treat major depressive disorder.

Technology Process of Phenyl 2-(phenylthio)phenylcarbamate

There total 11 articles about Phenyl 2-(phenylthio)phenylcarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.8%

2-phenylsulfanyl-aniline (1134-94-7) + phenyl chloroformate (1885-14-9) → phenyl [2-(phenylsulphanyl)phenyl]carbamate (111974-73-3)

Guidance literature:

2-phenylsulfanyl-aniline; phenyl chloroformate; In toluene; at 4 ℃; for 0.0833333h;

phenyl chloroformate; With sodium carbonate; sodium hydroxide; In water; toluene; at 4 ℃; for 1.5h;

Reference yield: 65.0%

2-(phenylthio)benzoylazide + phenol (108-95-2,27073-41-2) → phenyl [2-(phenylsulphanyl)phenyl]carbamate (111974-73-3)

Guidance literature:

2-(phenylthio)benzoylazide; In toluene; at 85 ℃; for 6h; Inert atmosphere; Schlenk technique;

phenol; With triethylamine; In toluene; at 85 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02812

Reference yield:

2-(2-(phenylthio)benzamido)pyridine 1-oxide → phenyl [2-(phenylsulphanyl)phenyl]carbamate (111974-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol / 48 h / 120 °C / Schlenk technique

2.1: triethylamine / toluene / 0.25 h / 0 °C / Inert atmosphere; Schlenk technique

2.2: 3 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: toluene / 6 h / 85 °C / Inert atmosphere; Schlenk technique

3.2: 4 h / 85 °C / Inert atmosphere; Schlenk technique

With triethylamine; sodium hydroxide; In ethanol; toluene;

DOI:10.1021/acs.orglett.8b02812

upstream raw materials:

2-phenylsulfanyl-aniline

phenyl chloroformate

thiophenol

2-Chloronitrobenzene

Downstream raw materials:

N-[(2-phenylthio)phenyl]-1-piperazinylcarboxamide

dibenzo[b,f][1,4]thiazepin-11-one

11-(1-piperazinyl)dibenzo[b,f][1,4]thiazepine