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

Base Information

• Chemical Name: 5-(3,4,5-Trimethoxyphenyl)-1,3,4-thiadiazol-2-amine
• CAS No.: 28004-59-3
• Molecular Formula: C11H13N3O3S
• Molecular Weight: 267.309
• DSSTox Substance ID: DTXSID90182288
• Wikidata: Q83052944
• ChEMBL ID: CHEMBL4216619
• Mol file: 28004-59-3.mol

Synonyms:5-(3,4,5-Trimethoxyphenyl)-1,3,4-thiadiazol-2-amine;28004-59-3;1,3,4-Thiadiazol-2-amine, 5-(3,4,5-trimethoxyphenyl)-;BRN 1011980;MFCD00981236;CBMicro_024158;Cambridge id 5556829;MixCom6_001182;Oprea1_673089;Oprea1_874715;SCHEMBL4346230;CHEMBL4216619;5-(3,4,5-Trimethoxyphenyl)-1,3,4-thiadiazol-2-ylamine;DTXSID90182288;5-(3,4,5-Trimethoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine;BBL007646;CCG-11479;STK078900;AKOS000225071;VS-01700;BIM-0024316.P001;LS-150236;AG-205/37007386;SR-01000418487;SR-01000418487-1;2-amino-5-(3', 4', 5'-trimethoxyphenyl)-1,3,4-thiadiazole;5-(3,4,5-Trimethoxyphenyl)-1,3,4-thiadiazol-2-ylamine #

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

Chemical Property:

• Vapor Pressure: 3.42E-08mmHg at 25°C
• Boiling Point: 447.2°C at 760 mmHg
• Flash Point: 224.3°C
• PSA: 108.46000
• Density: 1.304g/cm³
• LogP: 1.74320
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 267.06776246
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(3,4,5-Trimethoxyphenyl)-1,3,4-thiadiazol-2-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2=NN=C(S2)N

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

There total 8 articles about 5-(3,4,5-Trimethoxyphenyl)-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) + Eudesmic acid (118-41-2) → 2-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3)

Guidance literature:

thiosemicarbazide; Eudesmic acid; With trichlorophosphate; at 75 ℃; for 1h;

With water; at 20 ℃; for 4h; Reflux;

DOI:10.1007/s00044-011-9598-0

Reference yield: 71.0%

C15H23N3O4S (847063-15-4) → 2-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3)

Guidance literature:

With trichlorophosphate; for 2h; Heating;

DOI:10.1080/10426500490485525

Reference yield: 65.0%

1-(3,4,5-trimethoxybenzoyl)thiosemicarbazide (7658-75-5) → 2-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3)

Guidance literature:

With methanesulfonic acid; In toluene; for 3h; Heating;

upstream raw materials:

1-(3,4,5-trimethoxybenzoyl)thiosemicarbazide

C₁₅H₂₃N₃O₄S

C₁₈H₂₁N₃O₄S

3,4,5-trimethoxybenzohydrazide

Downstream raw materials:

1-Phenyl-3-[5-(3,4,5-trimethoxy-phenyl)-[1,3,4]thiadiazol-2-yl]-urea

2-(4-methylbenzoyl)amino-5-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazole

1-p-Tolyl-3-[5-(3,4,5-trimethoxy-phenyl)-[1,3,4]thiadiazol-2-yl]-urea

6-p-Tolyl-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-5,7-dione

Refernces

• 1、 Abdel-Moty, Samia G.,Abdu-Allah, Hajjaj H. M.,Omar, Yasser M.. "Further insight into the dual COX-2 and 15-LOX anti-inflammatory activity of 1,3,4-thiadiazole-thiazolidinone hybrids: The contribution of the substituents at 5th positions is size dependent". . . Retrieved 2020/02/20.
• 2、 Sakthivel, Palaniappan,Ilangovan, Andivelu,Kaushik, Mahabir Prasad. "Natural product-inspired rational design, synthesis and biological evaluation of 2,3-dihydropyrano[2,3-f]chromen-4(8H)-one based hybrids as potential mitochondrial apoptosis inducers". . p. 302 - 318. Retrieved 2016/07/11.