2-Acetylamino-5-mercapto-1,3,4-thiadiazole

Base Information

• Chemical Name: 2-Acetylamino-5-mercapto-1,3,4-thiadiazole
• CAS No.: 32873-56-6
• Molecular Formula: C4H5N3OS2
• Molecular Weight: 175.235
• Hs Code.: 2934999090
• European Community (EC) Number: 251-275-0
• NSC Number: 97893
• UNII: 6B8475348K
• DSSTox Substance ID: DTXSID00186535
• Nikkaji Number: J319.465E
• Wikidata: Q27264444
• ChEMBL ID: CHEMBL382111
• Mol file: 32873-56-6.mol

Synonyms:32873-56-6;2-Acetylamino-5-mercapto-1,3,4-thiadiazole;2-Acetamido-5-mercapto-1,3,4-Thiadiazole;N-(5-sulfanyl-1,3,4-thiadiazol-2-yl)acetamide;C4H5N3OS2;N-(5-mercapto-1,3,4-thiadiazol-2-yl)acetamide;N-(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)acetamide;MLS002703417;CHEMBL382111;UNII-6B8475348K;{N}-(5-mercapto-1,3,4-thiadiazol-2-yl)acetamide;EAMTD:2-Acetylamino-5-Mercapto-1,3,4-Thiadiazole;EINECS 251-275-0;2-Acetamido-5-mercapto-1,3,4-thiadiazole-d3;NSC-97893;6B8475348K;acetamide, N-(5-mercapto-1,3,4-thiadiazol-2-yl)-;N-(5-Mercapto-[1,3,4]thiadiazol-2-yl)-acetamide;N-(4,5-Dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)acetamide;N-(5-Thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide;Acetazolamide Impurity C;NSC97893;N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide;D0J1PZ;NCIOpen2_001881;SCHEMBL8246439;DTXSID00186535;C4-H5-N3-O-S2;BCP33861;BDBM50165745;MFCD00128160;NSC 97893;STL197915;AKOS000297161;AC-5578;5-Acetamido-2-thiol-1,3,4-thiadiazole;AM803704;AS-10839;PD186955;SMR001570136;5-acetylamino-1,3,4-thiadiazoline-2-thione;5-acetylamino-2-mercapto-1,3,4-thiadiazole;FT-0639064;5-(Acetylamino)-1,3,4-thiadiazole-2-thiol;ACETAZOLAMIDE IMPURITY C [EP IMPURITY];EN300-26971;W10680;A821479;1,3,4-THIADIAZOLE-2-THIOL, 5-ACETAMIDO-;J-018911;Q27264444;2-(ACETYLAMINO)-1,3,4-THIADIAZOL-5-MERCAPTAN;F0326-0071;Z235488576;Acetamide, N-(4,5-dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)-;N-(5-Sulfanyl-1,3,4-thiadiazol-2-yl)acetamide, AldrichCPR;N-(2-thioxo-3H-1,3,4-thiadiazol-5-yl)acetamide;N-(5-Mercapto-1,3,4-thiadiazol-2-yl)acetamide

Chemical Property of 2-Acetylamino-5-mercapto-1,3,4-thiadiazole

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Melting Point: 208-210 °C (decomp)(Solv: ethanol (64-17-5))
• Refractive Index: 1.794
• PKA: 5.31±0.40(Predicted)
• PSA: 121.92000
• Density: 1.71 g/cm³
• LogP: 0.85820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.98740414
• Heavy Atom Count: 10
• Complexity: 213

Purity/Quality:

99.9% ^*data from raw suppliers

2-Acetamido-5-mercapto-1,3,4-thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=NNC(=S)S1

Technology Process of 2-Acetylamino-5-mercapto-1,3,4-thiadiazole

There total 9 articles about 2-Acetylamino-5-mercapto-1,3,4-thiadiazole 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: 94.0%

acetic anhydride (108-24-7) + 2-Amino-5-mercapto-1,3,4-thiadiazole (2349-67-9) → 2-acetylamino-5-mercapto-1,3,4-thiadiazole (32873-56-6)

Guidance literature:

Heating;

DOI:10.1016/j.ejmech.2006.03.027

Reference yield: 85.0%

acetyl chloride (75-36-5) + 5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione (2349-67-9) → 2-acetamido-5-mercapto-1,3,4-thiazole (32873-56-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 4h; Heating;

DOI:10.1002/jhet.5570300219

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + 1-acetylthiosemicarbazide (7275-22-1) → 2-acetylamino-5-mercapto-1,3,4-thiadiazole (32873-56-6)

Guidance literature:

carbon disulfide; 1-acetylthiosemicarbazide; With potassium hydroxide; In ethanol; at 20 - 30 ℃; for 4.5h;

With sulfuric acid; In ethanol; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2013.05.013

upstream raw materials:

1-phenyl-2,5-dithiobiurea

acetic acid

sodium acetate

acetic anhydride

Downstream raw materials:

N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)propionamide

C₁₈H₂₀N₆O₂S₃

C₁₇H₁₇BrN₆O₂S₃

N-[5-(2-nitro-phenyldisulfanyl)-[1,3,4]thiadiazol-2-yl]acetamide

Refernces

• 1、 Ayati, Adileh,Fathi, Parnian,Foroumadi, Alireza,Foroumadi, Roham,Ketabforoosh, Shima H. M. E.,Moghimi, Setareh,Safari, Fatemeh,Salarinejad, Somayeh,Toolabi, Mahsa. "Synthesis of novel 2-acetamide-5-phenylthio-1,3,4-thiadiazole-containing phenyl urea derivatives as potential VEGFR-2 inhibitors". . . Retrieved 2022/01/13.
• 2、 Li, Zai-Shun,Wang, Wei-Min,Lu, Wei,Niu, Cong-Wei,Li, Yong-Hong,Li, Zheng-Ming,Wang, Jian-Guo. "Synthesis and biological evaluation of nonsymmetrical aromatic disulfides as novel inhibitors of acetohydroxyacid synthase". supporting information. p. 3723 - 3727. Retrieved 2013/07/25.