N-benzyl-5-methyl-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: N-benzyl-5-methyl-1,3,4-thiadiazol-2-amine
• CAS No.: 50591-78-1
• Molecular Formula: C10H11N3S
• Molecular Weight: 205.283
• DSSTox Substance ID: DTXSID10424218
• Mol file: 50591-78-1.mol

Synonyms:N-benzyl-5-methyl-1,3,4-thiadiazol-2-amine;50591-78-1;SCHEMBL11508630;DTXSID10424218;NZKFOTZQIJUAHK-UHFFFAOYSA-N;AKOS009142380;N-(5-methyl-1,3,4-thiadiazol-2-yl)-benzylamine

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

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 205.06736854
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C(S1)NCC2=CC=CC=C2

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

There total 6 articles about N-benzyl-5-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: 32.0%

(5-Methyl-[1,3,4]thiadiazol-2-yl)-[1-phenyl-meth-(E)-ylidene]-amine (79139-70-1) → 2-benzylamino-5-methyl-1,3,4-thiadiazol (50591-78-1)

Guidance literature:

With trichlorosilane; In N,N-dimethyl-formamide; toluene; at 15 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01561

Reference yield:

N-(5-methyl-1,3,4-thiadiazol-2-yl)-benzamide (13053-84-4) → 2-benzylamino-5-methyl-1,3,4-thiadiazol (50591-78-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1021/jm00255a029

Reference yield:

benzaldehyde (100-52-7) → 2-benzylamino-5-methyl-1,3,4-thiadiazol (50591-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 20 °C / Molecular sieve

2: trichlorosilane / toluene; N,N-dimethyl-formamide / 16 h / 15 - 20 °C / Inert atmosphere

With trichlorosilane; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.joc.1c01561

upstream raw materials:

4-benzylthiosemicarbazide

acetyl chloride

N-(5-methyl-1,3,4-thiadiazol-2-yl)-benzamide

benzaldehyde