4-(Bromomethyl)-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 4-(Bromomethyl)-2,1,3-benzothiadiazole
• CAS No.: 16405-99-5
• Molecular Formula: C7H5 Br N2 S
• Molecular Weight: 229.1
• Hs Code.: 29342000
• DSSTox Substance ID: DTXSID50379955
• Wikidata: Q72446799
• Mol file: 16405-99-5.mol

Synonyms:4-(bromomethyl)-2,1,3-benzothiadiazole;16405-99-5;4-(bromomethyl)benzo[c][1,2,5]thiadiazole;4-bromomethyl-benzo[1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 4-(bromomethyl)-;4-Bromomethyl-2,1,3-benzothiadiazole;SCHEMBL2805013;DTXSID50379955;QKHNCECWIKLSSV-UHFFFAOYSA-N;MFCD00457946;4-bromomethylbenzo-2,1,3-thiadiazole;AKOS000369766;AKOS022142380;AS-6326;4-Bromomethyl-benzo[2,1,3]thiadiazole;FT-0616703;EN300-110522;A857548;W-205932;4-(bromomethyl)-2,1,3-benzothiadiazole, AldrichCPR

Chemical Property of 4-(Bromomethyl)-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.00214mmHg at 25°C
• Melting Point: 89 °C
• Boiling Point: 299.3°Cat760mmHg
• Flash Point: 134.8°C
• PSA: 54.02000
• Density: 1.776g/cm³
• LogP: 2.58620
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.93568
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99%, ^*data from raw suppliers

4-(Bromomethyl)-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C,Xn
• Statements: 34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C(=C1)CBr

Technology Process of 4-(Bromomethyl)-2,1,3-benzothiadiazole

There total 5 articles about 4-(Bromomethyl)-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: 96.0%

4-Methyl-2,1,3-benzothiadiazol (1457-92-7) → 4-(bromomethyl)benzo[c][1,2,5]thiadiazole (16405-99-5)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane;

Reference yield: 4.0%

4-Methyl-2,1,3-benzothiadiazol (1457-92-7) → 4-(bromomethyl)benzo[c][1,2,5]thiadiazole (16405-99-5) + 4-dibromomethyl-2,1,3-benzothiadiazole (151869-78-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 3h; Heating; Irradiation;

DOI:10.3987/COM-97-7744

Reference yield:

3-methyl-1,2-benzenediamine (2687-25-4) → 4-(bromomethyl)benzo[c][1,2,5]thiadiazole (16405-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / N-thionylaniline / toluene / 3 h / 80 - 100 °C

2: 71 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating; Irradiation

With N-Bromosuccinimide; N-phenylsulfinylamine; In tetrachloromethane; toluene;

DOI:10.3987/COM-97-7744

upstream raw materials:

4-Methyl-2,1,3-benzothiadiazol

2-Methyl-6-nitroaniline

3-methyl-1,2-benzenediamine

Downstream raw materials:

benzo[c][1,2,5]thiadiazole-4-carbaldehyde

hydroxymethyl-para-phenylenediamine

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

2-benzo[1,2,5]thiadiazol-4-yl-N-phenyl-acetamide

Refernces

• 1、 -. "Biphenyl compound as well as preparation method and medical application thereof". Paragraph 0616; 0620; 0623-0624. . Retrieved 2020/11/22.
• 2、 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". supporting information. p. 3232 - 3239. Retrieved 2016/05/24.