2,5,6-trichloro-1H-indole

Base Information

• Chemical Name: 2,5,6-trichloro-1H-indole
• CAS No.: 286949-65-3
• Molecular Formula: C8H4 Cl3 N
• Molecular Weight: 220.485
• DSSTox Substance ID: DTXSID60444042
• Wikidata: Q82262047
• Mol file: 286949-65-3.mol

Synonyms:2,5,6-trichloro-1H-indole;286949-65-3;2,5,6-trichloroindole;SCHEMBL1626404;DTXSID60444042

Chemical Property of 2,5,6-trichloro-1H-indole

Chemical Property:

• PSA: 15.79000
• LogP: 4.12810
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 218.940932
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

NLT 98% ^*data from raw suppliers

2,5,6-TRICHLORO-1H-INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=C(NC2=CC(=C1Cl)Cl)Cl

Technology Process of 2,5,6-trichloro-1H-indole

There total 3 articles about 2,5,6-trichloro-1H-indole 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: 70.0%

5,6-dichloroindol-2-one (71293-59-9) → 2,5,6-trichloroindole (286949-65-3)

Guidance literature:

With 1H-imidazole; trichlorophosphate; In 1,2-dichloro-ethane; for 2.5h; Heating;

DOI:10.1021/jm990320x

Reference yield:

2-nitro-4,5-dichlorophenylacetic acid (37777-90-5) → 2,5,6-trichloroindole (286949-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / concd H₂SO₄ / 7 h / Heating

2: 76 percent / H₂; AcOH / PtO₂ / 20 h / 20 °C / 2068.65 Torr

3: 70 percent / POCl₃; imidazole / 1,2-dichloro-ethane / 2.5 h / Heating

With 1H-imidazole; sulfuric acid; hydrogen; acetic acid; trichlorophosphate; platinum(IV) oxide; In 1,2-dichloro-ethane; 1: Esterification / 2: Reduction / 3: Chlorination;

DOI:10.1021/jm990320x

Reference yield:

4,5-dichloro-2-nitrophenylacetic acid methyl ester (286949-63-1) → 2,5,6-trichloroindole (286949-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / H₂; AcOH / PtO₂ / 20 h / 20 °C / 2068.65 Torr

2: 70 percent / POCl₃; imidazole / 1,2-dichloro-ethane / 2.5 h / Heating

With 1H-imidazole; hydrogen; acetic acid; trichlorophosphate; platinum(IV) oxide; In 1,2-dichloro-ethane; 1: Reduction / 2: Chlorination;

DOI:10.1021/jm990320x

upstream raw materials:

5,6-dichloroindol-2-one

2-nitro-4,5-dichlorophenylacetic acid

4,5-dichloro-2-nitrophenylacetic acid methyl ester

Downstream raw materials:

1-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-2,5,6-trichloroindole

3-acetyl-2,5,6-trichloroindole

1-(2-deoxy-5-O-tert-butyldiphenylsilyl-3-O-mesyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

1-(2-deoxy-5-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-2,5,6-trichloroindole

Refernces