5-(2H-1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-(2H-1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-amine
• CAS No.: 28004-60-6
• Molecular Formula: C9H7 N3 O2 S
• Molecular Weight: 221.239
• Hs Code.: 2934999090
• Mol file: 28004-60-6.mol

Synonyms:1,3,4-Thiadiazole,2-amino-5-[3,4-(methylenedioxy)phenyl]- (8CI)

Chemical Property of 5-(2H-1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-amine

Chemical Property:

• Vapor Pressure: 1.94E-07mmHg at 25°C
• Boiling Point: 425.3°Cat760mmHg
• Flash Point: 211°C
• PSA: 99.23000
• Density: 1.535g/cm³
• LogP: 1.44610

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2H-1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-amine

There total 4 articles about 5-(2H-1,3-benzodioxol-5-yl)-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: 86.0%

piperonal thiosemicarbazone (5351-85-9) → 2-amino-5-(3,4-methylenedioxyphenyl)-1,3,4-thiadiazole (28004-60-6)

Guidance literature:

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

DOI:10.1007/s00706-012-0846-x

Reference yield: 81.5%

Piperonylic acid (94-53-1) + thiosemicarbazide (79-19-6) → 2-amino-5-(3,4-methylenedioxyphenyl)-1,3,4-thiadiazole (28004-60-6)

Guidance literature:

Piperonylic acid; thiosemicarbazide; With trichlorophosphate; at 65 - 70 ℃;

In water; for 24h; Reflux;

DOI:10.2174/1570180816666190710145939

Reference yield: 60.0%

C9H9N3O3S (52190-69-9) → 2-amino-5-(3,4-methylenedioxyphenyl)-1,3,4-thiadiazole (28004-60-6)

Guidance literature:

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

upstream raw materials:

piperonal thiosemicarbazone

C₉H₉N₃O₃S

piperonal

Piperonylic acid

Downstream raw materials:

1-(5-Benzo[1,3]dioxol-5-yl-[1,3,4]thiadiazol-2-yl)-3-(4-chloro-phenyl)-urea

2-Benzo[1,3]dioxol-5-yl-6-(4-chloro-phenyl)-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-5,7-dione

1-(5-Benzo[1,3]dioxol-5-yl-[1,3,4]thiadiazol-2-yl)-3-phenyl-urea

2-Benzo[1,3]dioxol-5-yl-6-phenyl-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-5,7-dione

Refernces

• 1、 Ullah, Hayat,Liaqat, Anjum,Khan, Qudrat Ullah,Taha, Muhammad,Khan, Fahad,Rahim, Fazal,Uddin, Imad,Rehman, Zia Ur. "Synthesis, in vitro thymidine phosphorylase activity and molecular docking study of thiadiazole bearing isatin analogs". . p. 213 - 224. Retrieved 2021/09/09.
• 2、 Nam, Nguyen-Hai,Huong, Tran Lan,Dung, Do Thi Mai,Dung, Phan Thi Phuong,Oanh, Dao Thi Kim,Park, Sang Ho,Kim, Kyungrok,Han, Byung Woo,Yun, Jieun,Kang, Jong Soon,Kim, Youngsoo,Han, Sang-Bae. "Synthesis, bioevaluation and docking study of 5-substitutedphenyl-1,3,4-thiadiazole-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents". . p. 611 - 618. Retrieved 2015/02/18.