5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol

Base Information

• Chemical Name: 5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol
• CAS No.: 14731-25-0
• Molecular Formula: C9H9 N3 S2
• Molecular Weight: 223.323
• European Community (EC) Number: 652-140-2
• NSC Number: 135812
• DSSTox Substance ID: DTXSID10933092
• ChEMBL ID: CHEMBL1970940
• Mol file: 14731-25-0.mol

Synonyms:14731-25-0;5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol;5-(4-methylanilino)-3H-1,3,4-thiadiazole-2-thione;5-[(4-methylphenyl)amino]-1,3,4-thiadiazole-2-thiol;MLS002920319;5-(p-Tolylamino)-1,3,4-thiadiazole-2-thiol;SMR001797915;NSC135812;Oprea1_272092;cid_707007;SCHEMBL8032721;CHEMBL1970940;DTXSID10933092;BDBM114589;CCG-46196;STK597741;AKOS000122002;AKOS005518565;NSC-135812;NCI60_000804;CS-0219101;EN300-03056;5-(4-Methylanilino)-1,3,4-thiadiazole-2-thiol;5-(p-toluidino)-3H-1,3,4-thiadiazole-2-thione;5-(4-toluidino)-1,3,4-thiadiazole-2(3H)-thione;SR-01000635908-1;Z56813495;5-[(4-methylphenyl)amino]-3H-1,3,4-thiadiazole-2-thione;1,3,4-Thiadiazole-2(3H)-thione, 5-[(4-methylphenyl)amino]-;5-[(4-methylphenyl)amino]-1,3,4-thiadiazole-2(3H)-thione

Chemical Property of 5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.000144mmHg at 25°C
• Boiling Point: 332.7°Cat760mmHg
• Flash Point: 155°C
• PSA: 101.04000
• Density: 1.42g/cm³
• LogP: 3.32570
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.02378965
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

5-[(4-methylphenyl)amino]-1,3,4-thiadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=NNC(=S)S2

Technology Process of 5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol

There total 13 articles about 5-p-Tolylamino-[1,3,4]thiadiazole-2-thiol 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-(4'-methylphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione (14731-25-0) → 5-(p-methylphenylamino)-1,3,4-thiadiazolium-2-thiolate (14731-25-0)

Guidance literature:

With ω-bromo-ω-(1H-1,3,4-triazol-1-yl)acetophenone; In ethanol;

DOI:10.1002/jccs.200000129

Reference yield: 87.0%

carbon disulfide (75-15-0,12122-00-8) + 4-(4-methylphenyl)-3-thiosemicarbazide (13278-67-6) → 5-(p-methylphenylamino)-1,3,4-thiadiazolium-2-thiolate (14731-25-0)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

Reference yield: 74.0%

1-propyl-6-tolyl-2,5-dithiobiurea (125908-36-3) → propylamine (107-10-8,42939-71-9) + 2-(4'-methylphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione (14731-25-0)

Guidance literature:

With sodium hydroxide; In water; Heating;

upstream raw materials:

3-p-tolylthiocarbamoyl-dithiocarbazic acid methyl ester

carbon disulfide

4-(4-methylphenyl)-3-thiosemicarbazide

1-methyl-6-tolyl-2,5-dithiobiurea

Downstream raw materials:

[5-(4-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester

(5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-p-tolyl-amine

3-benzylsulfanyl-7-methyl-benzo[4,5]thiazolo[2,3-c][1,2,4]triazole

(5-methanesulfonyl-[1,3,4]thiadiazol-2-yl)-p-tolyl-amine

Refernces

• 1、 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.
• 2、 Kaplancikli, Zafer Asim,Levent, Serkan,Osmaniye, Derya,?zkay, Yusuf,Acar ?evik, Ulviye,Kaya ?avu?o?lu, Betül,Sa?lik, Begüm Nurpelin. "Novel 1,3,4-thiadiazole compounds as potential MAO-A inhibitors-design, synthesis, biological evaluation and molecular modelling". . p. 1063 - 1074. Retrieved 2020/10/06.