4-(2-Chlorophenyl)-3-thiosemicarbazide

Base Information

• Chemical Name: 4-(2-Chlorophenyl)-3-thiosemicarbazide
• CAS No.: 42135-75-1
• Molecular Formula: C7H8ClN3S
• Molecular Weight: 201.68
• Hs Code.: 2930909090
• European Community (EC) Number: 674-003-6
• DSSTox Substance ID: DTXSID101273392
• Nikkaji Number: J364.644K
• Wikidata: Q106902734
• ChEMBL ID: CHEMBL1521164
• Mol file: 42135-75-1.mol

Synonyms:4-(2-Chlorophenyl)-3-thiosemicarbazide;42135-75-1;n-(2-chlorophenyl)hydrazinecarbothioamide;1-amino-3-(2-chlorophenyl)thiourea;3-amino-1-(2-chlorophenyl)thiourea;MLS001006780;CHEMBL1521164;SMR000349688;Hydrazinecarbothioamide, N-(chlorophenyl)- (9CI);132429-86-8;Maybridge4_000748;cid_717704;SCHEMBL5430219;BDBM63680;CHEBI:195039;DTXSID101273392;HMS1523B22;STR03583;4-(2-Chlorophenyl)thiosemicarbazide;BDBM50019760;MFCD00041271;1-azanyl-3-(2-chlorophenyl)thiourea;AKOS001032698;CCG-240368;IDI1_031330;CS-0236171;FT-0611995;FT-0616529;N-(2-chlorophenyl)hydrazine-1-carbothioamide;EN300-16952;A913407;AH-153/31146017;SR-01000032630;SR-01000032630-1;Z56828391

Chemical Property of 4-(2-Chlorophenyl)-3-thiosemicarbazide

Chemical Property:

• Vapor Pressure: 0.000515mmHg at 25°C
• Melting Point: 136-138 °C
• Refractive Index: 1.729
• Boiling Point: 312.9 °C at 760 mmHg
• Flash Point: 143 °C
• PSA: 82.17000
• Density: 1.458 g/cm³
• LogP: 2.66430
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.0127461
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%Min ^*data from raw suppliers

4-(2-Chlorophenyl)-3-thiosemicarbazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R25:Toxic if swallowed.
• Hazard Codes: R25:Toxic if swallowed.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC(=S)NN)Cl

Technology Process of 4-(2-Chlorophenyl)-3-thiosemicarbazide

There total 5 articles about 4-(2-Chlorophenyl)-3-thiosemicarbazide 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: 89.0%

2-chlorophenylisothiocyanate (2740-81-0) → 4-(2'-chlorophenyl)-3-thiosemicarbazide (42135-75-1)

Guidance literature:

With hydrazine hydrate; In isopropyl alcohol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.05.044

Reference yield:

C9H7ClNO2S2(1-)*Na(1+) (1122513-16-9) → 4-(2'-chlorophenyl)-3-thiosemicarbazide (42135-75-1)

Guidance literature:

C₉H₇ClNO₂S₂^(1-)*Na⁽¹⁺⁾; With hydrogenchloride; In ethanol; water; pH=Ca. 1;

With hydrazine hydrate; sodium hydroxide; In ethanol; water; for 2h; Reflux;

DOI:10.1016/j.steroids.2017.05.001

Reference yield:

o-chloroaniline (95-51-2) → 4-(2'-chlorophenyl)-3-thiosemicarbazide (42135-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: liq. NH₃ / -30 °C

2: hydrazine hydrate, sodium chloroacetate / aq. ethanol

With ammonia; sodium monochloroacetic acid; hydrazine hydrate; In ethanol;

upstream raw materials:

2-chlorophenylisothiocyanate

ammonium salt of N-o-chlorophenylamino dithiocarbamic acid

carbon disulfide

o-chloroaniline

Downstream raw materials:

4-(2-chlorophenyl)-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione

N-(2-chlorophenyl)-8-methyl-[1,3,4]thiadiazepino[7,6-b]quinolin-2-amine

N-(2-chlorophenyl)-8-methoxy-[1,3,4]thiadiazepino[7,6-b]quinolin-2-amine

Refernces

• 1、 Chen, Jun,Fang, Meijuan,Guo, Yafei,Hu, Hongyu,Hu, Sangsang,Sun, Ke,Wu, Jun,Xue, Yuhua. "Synthesis and Antiproliferative Activity of New Thiosemicarboxamide Derivatives". . . Retrieved 2021/11/09.
• 2、 Qin, Junhu,Zhu, Mei,Zhu, Hongmei,Zhang, Liqiong,Fu, Yihong,Liu, Jiamin,Wang, Zhenchao,OuYang, Guiping. "Synthesis and antitumor activity of novel pyridazinone derivatives containing 1,3,4-thiadiazole moiety". . p. 592 - 599. Retrieved 2020/03/16.