5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine
• CAS No.: 833-63-6
• Molecular Formula: C8H6 N4 O2 S
• Molecular Weight: 222.227
• Hs Code.: 2934999090
• European Community (EC) Number: 623-458-9
• NSC Number: 83129
• DSSTox Substance ID: DTXSID70232255
• Nikkaji Number: J2.740.497I
• Wikidata: Q83113290
• ChEMBL ID: CHEMBL4550622
• Mol file: 833-63-6.mol

Synonyms:833-63-6;5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine;2-Amino-5-(4-nitrophenyl)-1,3,4-thiadiazole;5-(4-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine;L 1470;1,3,4-Thiadiazole, 2-amino-5-(p-nitrophenyl)-;2-Amino-5-(p-nitrophenyl)-1,3,4-thiadiazole;NSC 83129;BRN 0212376;C8H6N4O2S;2-Amino-5-p-nitrofenil-1,3,4-tiadiazolo;CHEMBL4550622;2-Amino-5-p-nitrofenil-1,3,4-tiadiazolo [Italian];4-27-00-08116 (Beilstein Handbook Reference);Cambridge id 5230130;Oprea1_490564;Oprea1_510295;SCHEMBL368641;DTXSID70232255;C8-H6-N4-O2-S;NSC83129;BDBM50502113;MFCD00046073;NSC-83129;STK084217;AKOS000225576;AKOS015894723;BP-13046;LS-150252;5-p-nitrophenyl-2-amino-1,3,4-thiadiazole;FT-0633016;I10820;5-(4-Nitrophenyl)-1,3,4-thiadiazole-2-amine;AB00076032-01;EN300-6502948;1,3,4-Thiadiazol-2-amine, 5-(4-nitrophenyl)-;1,3,4-Thiadiazole, 2-(4-nitrophenyl)-5-amino-;5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine #;SR-01000414487;12W-0935;2-AMINO-5-(4-NITROPHENYL)-134-THIADIA&;SR-01000414487-1;2-AMINO-5-(4-NITROPHENYL)-1 3 4-THIADIA&;Z332385258

Chemical Property of 5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine

Chemical Property:

• Vapor Pressure: 1.91E-08mmHg at 25°C
• Melting Point: 257-261 °C(lit.)
• Boiling Point: 454.4°C at 760 mmHg
• Flash Point: 228.6°C
• PSA: 125.86000
• Density: 1.535g/cm³
• LogP: 2.79990
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 222.02114662
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NN=C(S2)N)[N+](=O)[O-]

Technology Process of 5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine

There total 19 articles about 5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-amine 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: 90.0%

thiosemicarbazide (79-19-6) + 4-nitro-benzoic acid (62-23-7) → 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine (833-63-6)

Guidance literature:

With trichlorophosphate; at 75 ℃; for 0.5h;

DOI:10.2174/15734064113099990037

Reference yield: 85.0%

para-nitrobenzaldehyde thiosemicarbazone (5470-48-4) → 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine (833-63-6)

Guidance literature:

With iron(III) chloride hexahydrate; In ethanol; for 12h; Reflux;

DOI:10.1002/jhet.2779

Reference yield: 80.0%

trimethylsilyl isothiocyanate (2290-65-5) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine (833-63-6)

Guidance literature:

trimethylsilyl isothiocyanate; N-amino-(4-nitrophenyl)carboxamide; In ethanol; Reflux;

With sulfuric acid; In ethanol; at 20 ℃;

DOI:10.1039/c3ra00159h

upstream raw materials:

para-nitrobenzaldehyde thiosemicarbazone

1-(4-nitrobenzoyl)thiosemicarbazide

ethyl 4-nitrobenzenecarboximidoate hydrochloride

thiosemicarbazide

Downstream raw materials:

2-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-ylamino]-ethanol

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

N-[5-(4-nitro-phenyl)-[1,3,4]thiadiazol-2-yl]-benzamidine

2-chloro-N-[5-(4-nitrophenyl)-[1,3,4]-thiadiazol-2-yl]-acetamide

Refernces

• 1、 D'Souza, Vineetha Telma,Dayananda, P.,Nayak, Janardhana. "Synthesis and antimicrobial activities of thiadiazole containing quinoline derivatives". . p. 633 - 638. Retrieved 2021/09/28.
• 2、 Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian. "Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones". . p. 4436 - 4440. Retrieved 2021/05/26.