(2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate)

Base Information

• Chemical Name: (2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate)
• CAS No.: 945761-95-5
• Molecular Formula: C₇H₄BrIN₂
• Molecular Weight: 322.931
• NSC Number: 138888
• DSSTox Substance ID: DTXSID10915439
• Wikidata: Q82886440
• Mol file: 945761-95-5.mol

Synonyms:NSC138888;DTXSID10915439;NSC-138888;(2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate);93692-27-4

Chemical Property of (2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate)

Chemical Property:

• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.804
• Boiling Point: 242.9 °C at 760 mmHg
• Flash Point: 100.7 °C
• Density: 2.421 g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 343.9440747
• Heavy Atom Count: 21
• Complexity: 505

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1[N+](=O)[O-])CSC#N)[N+](=O)[O-])Cl)CSC#N

Technology Process of (2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate)

There total 4 articles about (2-Chloro-3,5-dinitro-1,4-phenylene)bis(methylene) bis(thiocyanate) 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: 79.0%

7-iodo-1H-indazole (945761-94-4) → 3-bromo-7-iodo-1H-indazole (945761-95-5)

Guidance literature:

With sodium hydroxide; N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1055/s-2007-977416

Reference yield:

2-Methyl-6-nitroaniline (570-24-1) → 3-bromo-7-iodo-1H-indazole (945761-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / aq. NaNO₂; glacial acetic acid / 0.33 h

2: 75 percent / NH₄(+)HCOO(-); H₂ / Pd/C / ethanol

3: 71 percent / HCl; H₂SO₄; NaNO₂ / KI / 0 °C

4: 79 percent / NBS; NaOH / dimethylformamide / 48 h / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sulfuric acid; hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal; potassium iodide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2007-977416

Reference yield:

1H-indazol-7-amine (21443-96-9) → 3-bromo-7-iodo-1H-indazole (945761-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / HCl; H₂SO₄; NaNO₂ / KI / 0 °C

2: 79 percent / NBS; NaOH / dimethylformamide / 48 h / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sulfuric acid; sodium nitrite; potassium iodide; In N,N-dimethyl-formamide;

DOI:10.1055/s-2007-977416

upstream raw materials:

7-iodo-1H-indazole

2-Methyl-6-nitroaniline

1H-indazol-7-amine

7-Nitroindazole

Downstream raw materials:

3-bromo-7-cyano-1H-indazole

Refernces

• 1、 Cottyn, Betty,Vichard, Dominique,Terrier, Fran?ois,Nioche, Pierre,Raman. "Efficient synthesis of 7-substituted or 3,7-disubstituted 1H-indazoles". . p. 1203 - 1206. Retrieved 2008/01/08.