5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine
• CAS No.: 50608-12-3
• Molecular Formula: C7H13 N3 S
• Molecular Weight: 171.266
• Hs Code.: 2934100090
• European Community (EC) Number: 256-651-8
• UNII: 8S7FU32R3F
• DSSTox Substance ID: DTXSID6068561
• Nikkaji Number: J261.555J
• Wikidata: Q81995316
• Mol file: 50608-12-3.mol

Synonyms:5-tert-Butyl-2-methylamino-1,3,4-thiadiazole

Chemical Property of 5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine

Chemical Property:

• Vapor Pressure: 0.0178mmHg at 25°C
• Melting Point: 80-82 °C
• Boiling Point: 253.9°C at 760 mmHg
• PKA: 4.21±0.10(Predicted)
• Flash Point: 107.4°C
• PSA: 66.05000
• Density: 1.13g/cm³
• LogP: 1.95030
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 171.08301860
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=NN=C(S1)NC
• Uses: 5-tert-Butyl-2-methylamino-1,3,4-thiadiazole is used in the synthesis of Tebuthiuron(T013620) which is an nonselective broad spectrum herbicide used to control weeds, woody and herbaceous plants.

Technology Process of 5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine

There total 8 articles about 5-tert-butyl-N-methyl-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: 100.0%

→ 2-tert-butyl-5-methylamino-1,3,4-thiadiazole (50608-12-3)

Guidance literature:

Reference yield: 98.9%

4-methylthiosemicarbazide (6610-29-3) + Trimethylacetic acid (75-98-9) → 2-tert-butyl-5-methylamino-1,3,4-thiadiazole (50608-12-3)

Guidance literature:

Trimethylacetic acid; With phosgene; In toluene; at 80 ℃; for 2h;

4-methylthiosemicarbazide; With triethylamine; In toluene; at 100 ℃; for 3h;

Reference yield: 83.0%

4-methyl-1-trimethylacetyl-3-thiosemicarbazide (51672-22-1) → 2-tert-butyl-5-methylamino-1,3,4-thiadiazole (50608-12-3)

Guidance literature:

With methanesulfonic acid; 1) 15 min, 25 deg C 2) reflux 4 h;

upstream raw materials:

4-methyl-1-trimethylacetyl-3-thiosemicarbazide

4-methylthiosemicarbazide

Trimethylacetic acid

pivaloyl chloride

Downstream raw materials:

N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N-methylcarbamoyl chloride

tebuthiuron

Refernces

• 1、 -. "Method for synthesizing 2-methylamino-5-tert-butyl-1,3,4-thiadiazole". . . Retrieved 2019/11/12.
• 2、 -. "Preparation method of 2-methylamino-5-t-butyl-1,3,4-thiadiazole". Paragraph 0032; 0033; 0034. . Retrieved 2016/11/17.