4-Methyl-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 4-Methyl-2,1,3-benzothiadiazole
• CAS No.: 1457-92-7
• Molecular Formula: C7H6N2S
• Molecular Weight: 150.204
• Hs Code.: 29349990
• European Community (EC) Number: 838-071-2
• DSSTox Substance ID: DTXSID80381768
• Nikkaji Number: J1.496.488F
• Wikidata: Q72487925
• Mol file: 1457-92-7.mol

Synonyms:1457-92-7;4-methyl-2,1,3-benzothiadiazole;4-methylbenzo[c][1,2,5]thiadiazole;4-Methylbenzo-2,1,3-thiadiazole;4-Methyl-benzo[1,2,5]thiadiazole;2,1,3-Benzothiadiazole,4-methyl-;2,1,3-Benzothiadiazole, 4-methyl-;SCHEMBL762283;SCHEMBL20419905;DTXSID80381768;IYZKISWGGPKREZ-UHFFFAOYSA-N;MFCD00126471;AKOS006229226;PS-4468;CS-0152939;FT-0619000;FT-0658758;EN300-195427;A884579

Chemical Property of 4-Methyl-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Melting Point: 157.5-158.8℃
• Refractive Index: 1.674
• Boiling Point: 228.5 °C at 760 mmHg
• Flash Point: 92.6 °C
• PSA: 54.02000
• Density: 1.297 g/cm³
• LogP: 1.99970
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.02516937
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

4-Methyl-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC2=NSN=C12

Technology Process of 4-Methyl-2,1,3-benzothiadiazole

There total 4 articles about 4-Methyl-2,1,3-benzothiadiazole 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: 92.0%

3-methyl-1,2-benzenediamine (2687-25-4) → 4-Methyl-2,1,3-benzothiadiazol (1457-92-7)

Guidance literature:

With hydrogenchloride; thionyl chloride; In pyridine;

Reference yield:

2-Methyl-6-nitroaniline (570-24-1) → 4-Methyl-2,1,3-benzothiadiazol (1457-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl; SnCl₂

2: 65 percent / thionyl chloride / benzene / 72 h

With hydrogenchloride; thionyl chloride; tin(ll) chloride; In benzene;

DOI:10.1021/jo0506783

Reference yield:

3-methyl-2-nitroaniline (601-87-6) → 4-Methyl-2,1,3-benzothiadiazol (1457-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; ammonium formate / methanol / 3 h / 70 °C

2: triethylamine; thionyl chloride / dichloromethane / 16 h / 0 - 40 °C

With thionyl chloride; palladium 10% on activated carbon; ammonium formate; triethylamine; In methanol; dichloromethane;

DOI:10.1039/c4tc01558d

upstream raw materials:

3-methyl-1,2-benzenediamine

2-Methyl-6-nitroaniline

3-methyl-2-nitroaniline

Downstream raw materials:

7-bromobenzo[c][1,2,5]thiadiazole-4-carbonitrile

7-bromobenzo[c][1,2,5]thiadiazole-4-carboxaldehyde

4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole

2-(7-nitro-benzo[1,2,5]thiadiazol-4-yl)-N-phenyl-acetamide

Refernces

• 1、 Gampe,N?ller,H?nsch,Schramm,Darsen,Habenicht,Ehrhardt,Wei?,G?rls,Beckert. "Surprising characteristics of D-A-type functional dyes by introducing 4-alkoxythiazoles as the donor-unit". . p. 3232 - 3239. Retrieved 2016.
• 2、 -. "Piperidine compound and preparation method and medical application thereof". Paragraph 0598-0601; 0603. . Retrieved 2021/04/07.
• 3、 -. "Biphenyl compound as well as preparation method and medical application thereof". Paragraph 0616-0622. . Retrieved 2020/11/22.