1,2,3-Thiadiazol-5-amine

Base Information

• Chemical Name: 1,2,3-Thiadiazol-5-amine
• CAS No.: 4100-41-8
• Molecular Formula: C2H3N3S
• Molecular Weight: 101.132
• Hs Code.: 2934999090
• European Community (EC) Number: 223-868-4
• NSC Number: 267217
• UNII: N6DJ47VN3L
• DSSTox Substance ID: DTXSID70193998
• Nikkaji Number: J24.648D
• Wikidata: Q72442431
• Mol file: 4100-41-8.mol

Synonyms:1,2,3-Thiadiazol-5-amine;4100-41-8;5-Amino-1,2,3-thiadiazole;thiadiazol-5-amine;EINECS 223-868-4;NSC-267217;5-amino-1,2,3-anilidothiodiazole;NSC267217;thiadiazol-5-ylideneamine;N6DJ47VN3L;SCHEMBL184073;1,2,3-Thiadiazole, 5-amino-;DTXSID70193998;(1,2,3-Thiadiazol-5-yl)amine;5-Amino-1,2,3-anilidothiobiazole;MFCD00082810;AKOS006282283;AC-1848;CS-W013708;FD13116;NSC 267217;AS-10869;AM20100091;FT-0635127;EN300-80762;A18754;W-106325;Z1116303505

Chemical Property of 1,2,3-Thiadiazol-5-amine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0392mmHg at 25°C
• Melting Point: 224-235 °C (dec.)
• Refractive Index: 1.662
• Boiling Point: 239.8 °C at 760 mmHg
• PKA: 0.34±0.50(Predicted)
• Flash Point: 98.9 °C
• PSA: 80.04000
• Density: 1.495 g/cm³
• LogP: 0.70150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 101.00476828
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SN=N1)N
• Uses: 5-Amino-1,2,3-thiadiazole, as a thiadiazole derivative, is a privileged structure in medicinal chemistry and has been investigated for anticonvulsant and antimicrobial activities.

Technology Process of 1,2,3-Thiadiazol-5-amine

There total 8 articles about 1,2,3-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: 97.1%

methyl 2-chloroethylhydrazinoformate → 1,2,3-thiadiazol-5-ylamine (4100-41-8)

Guidance literature:

methyl 2-chloroethylhydrazinoformate; With thionyl chloride; sodium hydroxide; In chloroform; at 30 ℃; pH=10; Cooling with ice;

With ammonia; for 4h; Cooling with ice;

Reference yield: 73.0%

diazoacetonitrile (13138-21-1) → 1,2,3-thiadiazol-5-ylamine (4100-41-8)

Guidance literature:

With hydrogen sulfide; triethylamine; In tetrachloromethane; dichloromethane; at -10 ℃; for 0.75h;

DOI:10.3987/COM-96-7399

Reference yield:

diazoacetonitrile (13138-21-1) + sodium sulfide (Na2 S) → 1,2,3-thiadiazol-5-ylamine (4100-41-8)

Guidance literature:

In dichloromethane;

upstream raw materials:

N-[1,2,3]thiadiazol-5-yl-phthalimide

(1,2,3-thiadiazole-5-yl)-carbamic acid phenylester

diazoacetonitrile

5-chloro-1,2,3-thiadiazole

Downstream raw materials:

4-acetylamino-N-[1,2,3]thiadiazol-5-yl-benzenesulfonamide

5-chloro-1,2,3-thiadiazole

N-[1,2,3]thiadiazol-5-yl-acetamide

C₁₃H₁₄ClN₃OS

Refernces

• 1、 -. "Method for synthesizing 5-amino-1,2,3-thiadiazole". Paragraph 0009-0031. . Retrieved 2019/01/15.
• 2、 -. "Process for making 5-amino-1,2,3-thiadiazoles". . . Retrieved 2008/06/13.