2-Chlorobenzaldehyde thiosemicarbazone

Base Information

• Chemical Name: 2-Chlorobenzaldehyde thiosemicarbazone
• CAS No.: 5706-78-5
• Molecular Formula: C8H8ClN3S
• Molecular Weight: 213.691
• Hs Code.: 2930909090
• European Community (EC) Number: 653-613-6
• ChEMBL ID: CHEMBL239452
• Mol file: 5706-78-5.mol

Synonyms:5706-78-5;2-Chlorobenzaldehyde thiosemicarbazone;2-(2-Chlorobenzylidene)Hydrazinecarbothioamide;{[(2-chlorophenyl)methylidene]amino}thiourea;o-Chlorobenzaldehyde 3-thiosemicarbazone;Benzaldehyde, o-chloro-, 3-thiosemicarbazone;[(E)-(2-chlorophenyl)methylideneamino]thiourea;BRN 1959247;AI3-23043;CHEMBL239452;186507-05-1;[[(2-chlorophenyl)methylidene]amino]thiourea;[(E)-[(2-chlorophenyl)methylidene]amino]thiourea;4-07-00-00562 (Beilstein Handbook Reference);Hydrazinecarbothioamide, 2-((2-chlorophenyl)methylene)-;(E)-2-(2-chlorobenzylidene)hydrazinecarbothioamide;SCHEMBL3691048;HMS565N12;ZGPJVXICCFYSRT-VZUCSPMQSA-N;chlorobenzaldehyde thi-osemicarbazone;BDBM50356186;MFCD00022154;STK730917;AKOS000269498;2-Chlorobenzaldehyde thiosemicarbazone #;NCGC00328537-01;LS-24979;CS-0250797;[(E)-(2-chlorophenyl)methyleneamino]thiourea;EN300-52259;AB01321481-02;2-(2-chlorobenzylidene)hydrazine-1-carbothioamide;A831299;SR-01000079269;(2E)-2-(2-chlorobenzylidene)hydrazinecarbothioamide;SR-01000079269-1;Z49561500;F0849-1716

Chemical Property of 2-Chlorobenzaldehyde thiosemicarbazone

Chemical Property:

• Vapor Pressure: 3.99E-05mmHg at 25°C
• Melting Point: 207-210°C (dec.)
• Refractive Index: 1.643
• Boiling Point: 351.9 °C at 760 mmHg
• PKA: 11.20±0.70(Predicted)
• Flash Point: 166.6 °C
• PSA: 82.50000
• Density: 1.36 g/cm³
• LogP: 2.59830
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.0127461
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=NNC(=S)N)Cl
• Isomeric SMILES: C1=CC=C(C(=C1)/C=N/NC(=S)N)Cl
• Uses: 2-Chlorobenzaldehyde thiosemicarbazone, is an amino acid derivative that can be used as a potential antitubercular (combats tuberculosis bacteria) drug.

Technology Process of 2-Chlorobenzaldehyde thiosemicarbazone

There total 5 articles about 2-Chlorobenzaldehyde thiosemicarbazone 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: 92.5%

2-chloro-benzaldehyde (89-98-5) + thiosemicarbazide (79-19-6) → 2-chlorobenzaldehyde thiosemicarbazone (5706-78-5)

Guidance literature:

With acetic acid; In ethanol; Reflux;

DOI:10.1021/jf1033625

Reference yield: 83.0%

thiosemicarbazide hydrochloride (4346-94-5) + 2-chloro-benzaldehyde (89-98-5) → 2-chlorobenzaldehyde thiosemicarbazone (5706-78-5)

Guidance literature:

With sodium acetate; In water; at 20 ℃;

DOI:10.1016/j.bmcl.2011.08.022

Reference yield: 69.0%

2,4-bis(2-chlorophenyl)-3-azabicyclo<3.3.1>nonan-9-one (34025-59-7) + thiosemicarbazide (79-19-6) → 2-chlorobenzaldehyde thiosemicarbazone (5706-78-5) + C21H22Cl2N4S (1228657-83-7)

Guidance literature:

In ethanol; chloroform; at 80 ℃; for 3h; Acidic conditions;

DOI:10.1016/j.bmcl.2009.03.093

upstream raw materials:

2-chloro-benzaldehyde

thiosemicarbazide

o-chlorobenzylidene malononitrile

2,4-bis(2-chlorophenyl)-3-azabicyclo<3.3.1>nonan-9-one

Downstream raw materials:

5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-ylamine; hydrochloride

5-(4-methoxy-benzylidene)-thiazolidine-2,4-dione-2-(2-chloro-benzylidenehydrazone)

2-chloro-benzaldehyde [5-(4-chloro-phenyl)-4-oxo-thiazolidin-2-ylidene]-hydrazone

2-chloro-benzaldehyde [4-(4-bromo-phenyl)-5-oxo-thiazolidin-2-ylidene]-hydrazone

Refernces

• 1、 Bahadur, Ali,Iqbal, Shahid,Ujan, Rabail,Channar, Pervaiz Ali,AL-Anazy, Murefah Mana,Saeed, Aamer,Mahmood, Qaiser,Shoaib, Muhammad,Shah, Mazloom,Arshad, Ifzan,Shabir, Ghulam,Saifullah, Muhammad,Liu, Guocong,Qayyum, Muhammad Abdul. "Effect of organic solvents on solvatochromic, fluorescence, and electrochemical properties of synthesized thiazolylcoumarin derivatives". . p. 1189 - 1197. Retrieved 2021/04/16.
• 2、 Gu, Xiaoke,Guan, Mingyu,Jiang, Chunyu,Song, Qinghua,Li, Xin,Sun, Nan,Chen, Jing,Qiu, Jingying. "Assessment of Thiosemicarbazone-Containing Compounds as Potential Antileukemia Agents against P-gp Overexpressing Drug Resistant K562/A02 Cells". . . Retrieved 2021/01/15.