Tetrahydro-2H-pyran-4-carbothioamide

Base Information

• Chemical Name: Tetrahydro-2H-pyran-4-carbothioamide
• CAS No.: 88571-77-1
• Molecular Formula: C6H11 N O S
• Molecular Weight: 145.225
• Hs Code.: 2932999099
• European Community (EC) Number: 862-372-8
• DSSTox Substance ID: DTXSID30526526
• Wikidata: Q82395040
• Mol file: 88571-77-1.mol

Synonyms:88571-77-1;Tetrahydro-2H-pyran-4-carbothioamide;oxane-4-carbothioamide;Tetrahydro-pyran-4-carbothioic acid amide;Tetrahydropyran-4-carbothioamide;2H-Pyran-4-carbothioamide, tetrahydro-;TETRAHYDRO-2H-PYRAN-4-CARBOTHIOAMIDE 90%;SCHEMBL1127169;DTXSID30526526;ZUONFEFOQCUTDW-UHFFFAOYSA-N;MFCD10700048;AKOS011673425;AS-6320;EN300-211837;F84212;Tetrahydro-2H-pyran-4-carbothioamide, AldrichCPR;J-524880

Chemical Property of Tetrahydro-2H-pyran-4-carbothioamide

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 259°C at 760 mmHg
• Flash Point: 110.4°C
• PSA: 67.34000
• Density: 1.173g/cm³
• LogP: 1.39940
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.05613515
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

Tetrahydro-2H-pyran-4-carbothioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1C(=S)N

Technology Process of Tetrahydro-2H-pyran-4-carbothioamide

There total 2 articles about Tetrahydro-2H-pyran-4-carbothioamide 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: 59.3%

tetrahydro-pyran-4-carboxylic acid amide (344329-76-6) → tetrahydro-2H-pyran-4-carbothioamide (88571-77-1)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 60 ℃; for 14h; Inert atmosphere;

Reference yield:

tetrahydropyran-4-carboxylic acid methyl ester (110238-91-0) → tetrahydro-2H-pyran-4-carbothioamide (88571-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / water / 18 h / 20 °C

2: Lawessons reagent / tetrahydrofuran / 4 h / Reflux

With Lawessons reagent; ammonia; In tetrahydrofuran; water;

Reference yield: 88.0%

tetrahydro-2H-pyran-4-carbothioamide (88571-77-1) + N-[3-(bromoacetyl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394938-92-1) → 2,5-difluoro-N-{2-fluoro-3-[5-(3-fluoropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}benzenesulfonamide (1394938-55-6)

Guidance literature:

In ethanol; at 60 ℃; for 1h;

upstream raw materials:

tetrahydro-pyran-4-carboxylic acid amide

tetrahydropyran-4-carboxylic acid methyl ester

Downstream raw materials:

N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

2-propen-1-yl {3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate

N-{5-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

N-{2-chloro-3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}-2,6-difluorobenzenesulfonamide

Refernces

• 1、 Pulici,Traquandi,Marchionni,Modugno,Lupi,Amboldi,Casale,Colombo,Corti,Fasolini,Gasparri,Pastori,Scolaro,Donati,Felder,Galvani,Isacchi,Pesenti,Ciomei. "Optimization of diarylthiazole B-Raf inhibitors: Identification of a compound endowed with high oral antitumor activity, mitigated hERG inhibition, and low paradoxical effect". . p. 276 - 295. Retrieved 2015/02/05.
• 2、 -. "THIAZOLYLPHENYL-BENZENESULFONAMIDO DERIVATIVES AS KINASE INHIBITORS". Page/Page column 42. . Retrieved 2012/09/11.