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

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine
• CAS No.: 1014-25-1
• Molecular Formula: C9H9N3OS
• Molecular Weight: 207.256
• Hs Code.: 2934999090
• European Community (EC) Number: 625-685-9
• DSSTox Substance ID: DTXSID60351161
• Nikkaji Number: J606.404C
• Wikidata: Q82127347
• ChEMBL ID: CHEMBL1402604
• Mol file: 1014-25-1.mol

Synonyms:1014-25-1;5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-amine;2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole;5-(4-Methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine;5-(4-Methoxyphenyl)[1,3,4]thiadiazol-2-ylamine;1,3,4-Thiadiazol-2-amine, 5-(4-methoxyphenyl)-;CDS1_003852;CBMicro_017356;Cambridge id 5324234;Oprea1_416520;Oprea1_560317;1,3,4-Thiadiazol-2-amine,5-(4-methoxyphenyl)-;MLS000105965;DivK1c_004892;SCHEMBL1143740;CHEMBL1402604;DTXSID60351161;HMS1697O10;HMS2413F12;AMY38173;CCG-6186;MFCD00813220;STK070502;AKOS000225573;SMR000102939;TS-00395;BIM-0017557.P001;CS-0063898;FT-0633247;EN300-83356;2-amino-5-p-methoxyphenyl-1,3,4-thia-diazole;AB00080763-01;J-000389;Z57148445;[5-(4-methoxyphenyl)-[1,3,4]thiadiazol-2-yl]-amine;2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole, 97%;F1386-0072

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

Chemical Property:

• Vapor Pressure: 2.18E-06mmHg at 25°C
• Melting Point: 185-187 °C
• Refractive Index: 1.636
• Boiling Point: 393.1 °C at 760 mmHg
• PKA: 3.37±0.10(Predicted)
• Flash Point: 191.6 °C
• PSA: 89.27000
• Density: 1.32 g/cm³
• LogP: 2.37710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 207.04663309
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NN=C(S2)N
• Uses: 2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole is a thiadiazole derivative that is potent and selective human adenosine A3 receptor antagonist. It is also used as a reactant in the synthesis of substituted thiadiazolyl(styryl)quinazolinones with anticonvulsant, sedative-hypnotic, and CNS depressant activities.

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

There total 27 articles about 5-(4-Methoxyphenyl)-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: 92.3%

thiosemicarbazide (79-19-6) + 4-methoxybenzoic acid (100-09-4) → 5-(4-methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine (1014-25-1)

Guidance literature:

With trichlorophosphate; at 75 ℃; for 0.5h;

DOI:10.1016/j.bmc.2008.05.081

Reference yield: 92.0%

thiosemicarbazide (79-19-6) + 4-methoxybenzonitrile (874-90-8) → 5-(4-methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine (1014-25-1)

Guidance literature:

With PPA; at 95 - 100 ℃; for 6h;

DOI:10.1007/BF00707235

Reference yield: 88.0%

4-methoxybenzylidene thiosemicarbazone (4334-74-1) → 5-(4-methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine (1014-25-1)

Guidance literature:

With iron(III) chloride; In water; for 0.05h; Microwave irradiation; Sonication; Green chemistry;

DOI:10.1007/s00706-012-0846-x

upstream raw materials:

4-methoxybenzylidene thiosemicarbazone

4-methoxy-N'-thiocarbamoyl-benzohydrazonic acid ethyl ester

ethyl 4-methoxybenzimidate hydrochloride

thiosemicarbazide

Downstream raw materials:

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

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

2-(4-methoxy-phenyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidine-5,7-dione

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