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

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)-1,2,4-thiadiazol-5-amine
• CAS No.: 138588-25-7
• Molecular Formula: C9H9N3OS
• Molecular Weight: 207.25200
• Hs Code.: 2934999090
• European Community (EC) Number: 976-333-9
• DSSTox Substance ID: DTXSID40586070
• Wikidata: Q82478104
• Mol file: 138588-25-7.mol

Synonyms:138588-25-7;3-(4-methoxyphenyl)-1,2,4-thiadiazol-5-amine;1,2,4-Thiadiazol-5-amine, 3-(4-methoxyphenyl)-;3-(4-methoxyphenyl)-2,5-dihydro-1,2,4-thiadiazol-5-imine;SCHEMBL2578415;DTXSID40586070;MFCD07427918;STK912955;AKOS002269246;CCG-326868;MCULE-5670890695;NS-02263;EN300-68710;G25302;F3334-4267;Z431702386

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

Chemical Property:

• PSA: 90.00000
• LogP: 1.72600
• XLogP3: 1.3
• 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:

99% ^*data from raw suppliers

3-(4-methoxyphenyl)-2,5-dihydro-1,2,4-thiadiazol-5-imine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NSC(=N2)N

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

There total 4 articles about 3-(4-Methoxyphenyl)-1,2,4-thiadiazol-5-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: 34.0%

5-chloro-3-(4'-methoxyphenyl)-1,2,4-thiadiazole (679411-75-7) → 5-amino-3-(4'-methoxyphenyl)-1,2,4-thiadiazole (138588-25-7)

Guidance literature:

With ammonia; In ethanol; at 20 ℃;

DOI:10.1016/j.bmc.2003.10.041

Reference yield:

C9H11N3OS → 5-amino-3-(4'-methoxyphenyl)-1,2,4-thiadiazole (138588-25-7)

Guidance literature:

With iodine; In water; dimethyl sulfoxide; at 25 ℃; for 10h; Sealed tube; Schlenk technique; Green chemistry;

DOI:10.1002/ejoc.201800670

Reference yield:

4-methoxybenzonitrile (874-90-8) → 5-amino-3-(4'-methoxyphenyl)-1,2,4-thiadiazole (138588-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium methoxide / methanol / 48 h / 25 °C

1.2: NH₄Cl / methanol / 24 h / 25 °C

2.1: sodium dodecylsulfate; NaOH / H₂O / 0.25 h / 10 °C

3.1: 34 percent / NH₃ / ethanol / 20 °C

With sodium hydroxide; ammonia; sodium methylate; sodium dodecyl-sulfate; In methanol; ethanol; water;

DOI:10.1016/j.bmc.2003.10.041

upstream raw materials:

5-chloro-3-(4'-methoxyphenyl)-1,2,4-thiadiazole

4-methoxybenzamidine hydrochloride

4-methoxybenzonitrile