2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

Base Information

• Chemical Name: 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE
• CAS No.: 37566-39-5
• Molecular Formula: C2H2BrN3S
• Molecular Weight: 180.028
• Hs Code.: 2934999090
• European Community (EC) Number: 625-517-4
• DSSTox Substance ID: DTXSID90394667
• Nikkaji Number: J2.227.680H
• Wikidata: Q72439003
• Mol file: 37566-39-5.mol

Synonyms:(5-Bromo-1,3,4-thiadiazol-2-yl)amine;2-Amino-5-bromo-1,3,4-thiadiazole;2-Bromo-5-amino-1,3,4-thiadiazole;5-Bromo-1,3,4-thiadiazol-2-amine;1,3,4-Thiadiazol-2-amine, 5-bromo-;

Chemical Property of 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

Chemical Property:

• Vapor Pressure: 0.000477mmHg at 25°C
• Melting Point: 168 °C
• Refractive Index: 1.709
• Boiling Point: 314.1 °C at 760 mmHg
• PKA: 1.76±0.10(Predicted)
• Flash Point: 143.7 °C
• PSA: 80.04000
• Density: 2.147 g/cm³
• LogP: 1.46400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 178.91528
• Heavy Atom Count: 7
• Complexity: 70

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-bromo-1,3,4-thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=NN=C(S1)Br)N
• Uses: 2-Amino-5-bromo-1,3,4-thiadiazole can be used:As the key building block for the synthesis of myriad of thiadiazolo[3,2-α]pyrimidin-7-ones which have diverse biological activities.For the synthesis of 2-bromoimidazo[2,1-b][1,3,4]thiadiazoles by reacting with α-bromo ketones.

Technology Process of 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

There total 4 articles about 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE 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: 99.0%

[1,3,4]Thiadiazol-2-ylamin (4005-51-0) → 5-bromo-2-amino-1,3,4-thiadiazole (37566-39-5)

Guidance literature:

With bromine; sodium hydrogencarbonate; In methanol; at 20 ℃;

Reference yield: 85.0%

formic acid (64-18-6) + thiosemicarbazide (79-19-6) → 5-bromo-2-amino-1,3,4-thiadiazole (37566-39-5)

Guidance literature:

formic acid; thiosemicarbazide; With sulfuric acid; In water; for 3h; Reflux;

With ammonium hydroxide; bromine; In water; pH=3.5 - 8;

In water;

Reference yield:

[1,3,4]Thiadiazol-2-ylamin (4005-51-0) + dipotassium hydrogenphosphate → 5-bromo-2-amino-1,3,4-thiadiazole (37566-39-5)

Guidance literature:

With bromine; In ethanol; water; acetic acid;

upstream raw materials:

[1,3,4]Thiadiazol-2-ylamin

formic acid

thiosemicarbazide

Downstream raw materials:

4-(5-bromo-[1,3,4]thiadiazol-2-yl)-3-thio-allophanic acid methyl ester

5-bromo-3-methyl-3H-[1,3,4]thiadiazol-2-ylideneamine

2-bromo-5-nitro-[1,3,4]thiadiazole

5-Morpholino-1,3,4-thiadiazol-2-ylamine

Refernces

• 1、 Yasuda, Takuma,Imase, Tatsuya,Sasaki, Shintaro,Yamamoto, Takakazu. "Synthesis, solid structure, and optical properties of new thiophene-based alternating π-conjugated copolymers containing 4-alkyl-1,2,4-triazole or 1,3,4-thiadiazole unit as the partner unit". . p. 1500 - 1503. Retrieved 2005.
• 2、 Yokoi, Taiyo,Nakagawa, Yoshiaki,Miyagawa, Hisashi. "Quantitative structure–activity relationship of substituted imidazothiadiazoles for their binding against the ecdysone receptor of Sf-9 cells". . p. 5305 - 5309. Retrieved 2017.
• 3、 -. "COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF PARASITIC DISEASES". Paragraph 0315-0317. . Retrieved 2021/04/23.