5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide

Base Information

• Chemical Name: 5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide
• CAS No.: 52560-89-1
• Molecular Formula: C₈H₆N₂OS₃
• Molecular Weight: 242.346
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90401421
• Nikkaji Number: J120.403C
• NSC Number: 317939
• Mol file: 52560-89-1.mol

Synonyms:52560-89-1;5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide;5-(2-sulfanylidene-3H-1,3-thiazol-4-yl)thiophene-2-carboxamide;2-Thiophenecarboxamide,5-(2,3-dihydro-2-thioxo-4-thiazolyl)-;5-(2-Mercapto-thiazol-4-yl)-thiophene-2-carboxylic acid amide;5-(2-mercaptothiazol-4-yl)thiophene-2-carboxamide;NSC317939;SCHEMBL11821279;DTXSID90401421;MFCD11040250;AKOS015900678;NSC-317939;BS-48832;CS-0179307;E79138;A857235;5-(3-METHOXY-PHENYL)-PENTA-2,4-DIENOICACID;5-(2-Sulfanylidene-2,3-dihydro-1,3-thiazol-4-yl)thiophene-2-carboxamide;5-(2-Sulfanylidene-3H-1,3-thiazol-4-yl)thiophene-2-carboxamide (Arotinolol Impurity)

Chemical Property of 5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide

Chemical Property:

• Vapor Pressure: 4.8E-09mmHg at 25°C
• Refractive Index: 1.806
• Boiling Point: 471.1°C at 760 mmHg
• PKA: 7.23±0.40(Predicted)
• Flash Point: 238.7 °C
• PSA: 151.26000
• Density: 1.63 g/cm³
• LogP: 2.95950
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 241.96422634
• Heavy Atom Count: 14
• Complexity: 316

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(2-Sulfanylidene-3H-1,3-thiazol-4-yl)thiophene-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)C(=O)N)C2=CSC(=S)N2
• Uses: 5-(2-Sulfanylidene-3H-1,3-thiazol-4-yl)thiophene-2-carboxamide is a compound involved in the multi-step synthesis of arotinolol hydrochloride.

Technology Process of 5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide

There total 11 articles about 5-(2-Thioxo-2,3-dihydrothiazol-4-yl)thiophene-2-carboxamide 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: 89.64%

ammonium dithiocarbamate + 5-(2-bromoacetyl)thiophene-2-carboxamide (68257-90-9) → 5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide (52560-89-1)

Guidance literature:

With N,N-dimethyl-formamide; In methanol; at 0 - 70 ℃; for 3h; Temperature;

Reference yield:

C8H6N2O2S2 → 5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide (52560-89-1)

Guidance literature:

With sodium hydrogen sulfide; hydrogen sulfide; In water; at 5 - 65 ℃;

Reference yield:

5-acetylthiophene-2-carboxylic acid (4066-41-5) → 5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide (52560-89-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / water / 0.5 h / 25 - 27 °C

1.2: 1 h / Reflux

2.1: ammonium hydroxide / 10 - 13 °C

3.1: acetic acid; bromine / 2 h / 80 - 95 °C

4.1: N,N-dimethyl-formamide / 5 - 20 °C

5.1: hydrogen sulfide; sodium hydrogen sulfide / water / 5 - 65 °C

With sodium hydrogen sulfide; ammonium hydroxide; hydrogen sulfide; bromine; sodium hydrogencarbonate; acetic acid; In water; N,N-dimethyl-formamide;

upstream raw materials:

2-Acetylthiophene

2-(α-methoxyimino)ethylthiophene

5-acetyl-2-(α-methoxyimino)ethylthiophene

5-(α-methoxyimino)ethyl-2-thiophenecarboxylic acid

Downstream raw materials:

arotinolol hydrochloride

arotinolol

Refernces

• 1、 -. "A 2 - carboxamide - 5 - (2 - mercapto - 1, 3 - thiazole - 4 - yl) - thiophene preparation method". . . Retrieved 2017/08/25.