5-tert-Butyl-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-tert-Butyl-1,3,4-thiadiazol-2-amine
• CAS No.: 39222-73-6
• Molecular Formula: C6H11 N3 S
• Molecular Weight: 157.239
• Hs Code.: 2934999090
• European Community (EC) Number: 254-364-2
• UNII: X53J1T94SN
• DSSTox Substance ID: DTXSID9068168
• Nikkaji Number: J24.649B
• Wikidata: Q27293571
• Mol file: 39222-73-6.mol

Synonyms:39222-73-6;2-Amino-5-tert-butyl-1,3,4-thiadiazole;5-tert-Butyl-1,3,4-thiadiazol-2-amine;Buthidazolamine;5-(tert-Butyl)-1,3,4-thiadiazol-2-amine;1,3,4-Thiadiazol-2-amine, 5-(1,1-dimethylethyl)-;5-tert-Butyl-[1,3,4]thiadiazol-2-ylamine;MFCD00040403;UNII-X53J1T94SN;X53J1T94SN;EINECS 254-364-2;2-Amino-5-tertbutyl-1,3,4-thiadiazole;Enamine_005678;SCHEMBL282538;DTXSID9068168;2-Amino-5-tert-Butylthiadiazole;(3-Bromophenyl)-oxo-acetonitrile;HMS1410C02;AR2285;GEO-00093;STK500400;5-t-butyl-2-amino1,3,4-thiadiazole;AKOS000269706;CS-W010909;MS-0033;2-amino-5-t-butyl-1,3,4-thiadiazole;2-t-butyl-5-amino-1,3,4-thiadiazole;5-t-butyl-2-amino-1,3,4-thiadiazole;IDI1_007913;5-t-butyl- 2-amino-1,3,4-thiadiazole;5-t-butyl-2-amino-1, 3,4-thiadiazole;AM803833;2-amino-5-tert butyl-1,3,4-thiadiazole;2-amino-5-tert.-butyl-1,3,4-thiadiazole;5-tert-Butyl-1,3,4-thiadiazol-2-amine #;A6571;BB 0218347;FT-0611190;FT-0611191;EN300-02535;2-Amino-5-tert-butyl-1,3,4-thiadiazole, 97%;Tebuthiuron-N-desmethyl-N-des(N-methyl)carbamoyl;5-TERT-BUTYL-2-AMINO-1,3,4-THIADIAZOLE;2-DIMETHYLETHYL-5-AMINO-1,3,4-THIADIAZOLE;5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-amine;W-200337;Q27293571;Z56755572

Chemical Property of 5-tert-Butyl-1,3,4-thiadiazol-2-amine

Chemical Property:

• Appearance/Colour: Yellow Crystalline Solid
• Vapor Pressure: 0.00612mmHg at 25°C
• Melting Point: 183-187 °C(lit.)
• Boiling Point: 272.3°Cat760mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 118.5°C
• PSA: 80.04000
• Density: 1.17g/cm³
• LogP: 1.99900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 157.06736854
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/22
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=NN=C(S1)N
• Uses: Intermediate in the production on Buthidazole. 2-Amino-5-tert-butyl-1,3,4-thiadiazole may be employed for the preparation of:9H -2,6-di-tert -butyl-9-(2-hydroxyphenyl)-bis(1,3,4-thia-diazolo)[3,2-a:3",2"-d]-1,3,5-triazin-8-ium chloride1,1-dimethyl-3-(5-tert-butyl-1,3,4-thiadiazol-2-yl)ureaN-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-2,4-dihydroxythiobenzamide

Technology Process of 5-tert-Butyl-1,3,4-thiadiazol-2-amine

There total 9 articles about 5-tert-Butyl-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: 81.0%

pivaloyl chloride (3282-30-2) + thiosemicarbazide (79-19-6) → 2-Amino-5-t-butyl-1,3,4-thiadiazole (39222-73-6)

Guidance literature:

With trichlorophosphate; In toluene; at 50 - 70 ℃; for 12h;

Reference yield: 74.0%

pivalaldehyde N-tosylhydrazone (5362-74-3) + potassium thioacyanate (333-20-0) → 2-Amino-5-t-butyl-1,3,4-thiadiazole (39222-73-6)

Guidance literature:

With N-chloro-succinimide; boron trifluoride diethyl etherate; In tert-butyl alcohol; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.1c01379

Reference yield:

thiosemicarbazide (79-19-6) + Trimethylacetic acid (75-98-9) → 2-Amino-5-t-butyl-1,3,4-thiadiazole (39222-73-6)

Guidance literature:

With sulfuric acid;

DOI:10.1139/v59-165

upstream raw materials:

pivaloyl chloride

thiosemicarbazide

Trimethylacetic acid

pivalaldehyde

Downstream raw materials:

4-amino-N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide

phenyl [5-(tert-butyl)-1,3,4-thiadiazol-2-yl]carbamate

N-[5-(Tert-butyl)-1,3,4-thiadiazol-2-yl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,3-dimethylphenyl}-urea

N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-2-fluoro-5-(trifluoromethyl)benzamide

Refernces

• 1、 Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian. "Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones". . p. 4436 - 4440. Retrieved 2021/05/26.
• 2、 -. "1. 2, 3 - thiadiazole - 5 - a amidine compound synthesis method". Paragraph 0027; 0056; 0057. . Retrieved 2017/06/13.