5-Chloro-4-nitro-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 5-Chloro-4-nitro-2,1,3-benzothiadiazole
• CAS No.: 2274-89-7
• Molecular Formula: C6H2ClN3O2S
• Molecular Weight: 215.62
• Hs Code.: 2934999090
• NSC Number: 202425
• UNII: VT9K8WZ9C5
• DSSTox Substance ID: DTXSID60177282
• Nikkaji Number: J444.399C
• Wikidata: Q72455767
• Mol file: 2274-89-7.mol

Synonyms:5-chloro-4-nitro-2,1,3-benzothiadiazole;2274-89-7;5-Chloro-4-nitrobenzo[c][1,2,5]thiadiazole;5-Chloro-4-(hydroxy(oxido)amino)-2,1,3-benzothiadiazole;NSC202425;NSC-202425;C6H2ClN3O2S;NSC 202425;VT9K8WZ9C5;Oprea1_163692;SCHEMBL3419143;DTXSID60177282;CAA27489;chloronitrobenzo-2,1,3-thiadiazole;BBL012327;MFCD00084970;STK803173;AKOS001586543;CCG-321503;VS-03285;CS-0320655;FT-0620300;2,1,3-Benzothiadiazole, 5-chloro-4-nitro-;A816337;SR-01000390057;SR-01000390057-1

Chemical Property of 5-Chloro-4-nitro-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 9.9E-05mmHg at 25°C
• Melting Point: 141℃
• Refractive Index: 1.747
• Boiling Point: 348.8 °C at 760 mmHg
• PKA: -2.89±0.48(Predicted)
• Flash Point: 164.7 °C
• PSA: 99.84000
• Density: 1.749 g/cm³
• LogP: 2.77610
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 214.9556252
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-4-nitro-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C(=C1Cl)[N+](=O)[O-]
• Uses: 5-Chloro-4-nitro-2,1,3-benzothiadiazole can be used to overcome herbicide resistance in weeds. It can also be used on fungal diseases of cotton and grapes.

Technology Process of 5-Chloro-4-nitro-2,1,3-benzothiadiazole

There total 3 articles about 5-Chloro-4-nitro-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:

5-chloro-2,1,3-benzothiadiazole (2207-32-1) → 5-chloro-4-nito-2,1,3-benzothiadiazole (2274-89-7)

Guidance literature:

With sulfuric acid; nitric acid;

Reference yield:

4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-4-nito-2,1,3-benzothiadiazole (2274-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, Py / 75 - 80 °C

2: NaNO₃, H₂SO₄ / 95 - 100 °C

With pyridine; sodium nitrate; thionyl chloride; sulfuric acid;

DOI:10.1007/BF00468340

Reference yield:

→ 5-chloro-4-nito-2,1,3-benzothiadiazole (2274-89-7)

Guidance literature:

5-Chlor-<2,1,3>benzothiadiazol, Nitrierung;

DOI:10.1039/j39660001283

upstream raw materials:

5-chloro-2,1,3-benzothiadiazole

4-Chloro-1,2-phenylenediamine

Downstream raw materials:

4,5,6,7-Tetrachlor-2,1,3-benzothiadiazol

5-amino-4-nitrobenzo[1,2,5]thiadiazole

5-benzylamino-4-nitro-2,1,3-benzothiadiazole

benzo[1,2,5]thiadiazole-4,5-diamine

Refernces

• 1、 -. "COVALENT INHIBITORS OF KRAS G12C". Paragraph 0586. . Retrieved 2014/09/30.