4,5,6-Trichloronicotinic acid

Base Information

• Chemical Name: 4,5,6-Trichloronicotinic acid
• CAS No.: 847608-28-0
• Molecular Formula: C6H2 Cl3 N O2
• Molecular Weight: 226.44
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30469000
• Wikidata: Q82296542
• Mol file: 847608-28-0.mol

Synonyms:4,5,6-TRICHLORONICOTINIC ACID;847608-28-0;4,5,6-trichloropyridine-3-carboxylic Acid;3-Pyridinecarboxylicacid, 4,5,6-trichloro-;4,5,6-Trichloronicotinicacid;SCHEMBL3974375;DTXSID30469000;GDRLWCPMLULBNF-UHFFFAOYSA-N;MFCD11044391;AKOS027339394;AM10175;AS-79231;FT-0725102;3-Pyridinecarboxylic acid, 4,5,6-trichloro-

Chemical Property of 4,5,6-Trichloronicotinic acid

Chemical Property:

• PSA: 50.19000
• LogP: 2.74000
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.915111
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

4,5,6-TrichloronicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=N1)Cl)Cl)Cl)C(=O)O

Technology Process of 4,5,6-Trichloronicotinic acid

There total 4 articles about 4,5,6-Trichloronicotinic acid 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:

ethyl 4,5,6-trichloronicotinate (181261-73-4) + ethyl 5-chloro-4,6-dihydroxynicotinate (846541-71-7) → 4,5,6-trichloronicotinic acid (847608-28-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; triethylamine; In tetrahydrofuran; methanol; trichlorophosphate;

Reference yield:

ethyl 4,5,6-trichloronicotinate (181261-73-4) → 4,5,6-trichloronicotinic acid (847608-28-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jm050834y

Reference yield:

4,6-dihydroxynicotinic acid ethyl ester (6975-44-6) → 4,5,6-trichloronicotinic acid (847608-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NCS / dimethylformamide / 72 h / 20 °C

2: 6.04 g / POCl₃; TEA / 4 h / 60 °C

3: aq. NaOH / tetrahydrofuran; methanol / 0.5 h / 20 °C

With sodium hydroxide; N-chloro-succinimide; TEA; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm050834y

upstream raw materials:

ethyl 4,5,6-trichloronicotinate

4,6-dihydroxynicotinic acid ethyl ester

ethyl 5-chloro-4,6-dihydroxynicotinate

Downstream raw materials:

4-(4-bromo-2-chlorophenylamino)-5,6-dichloronicotinic acid

4-(4-bromo-2-chlorophenylamino)-5-chloro-6-methoxynicotinic acid

methyl 4-(4-bromo-2-chlorophenylamino)-5-chloro-6-methoxynicotinate

methyl 4-(4-bromo-2-chlorophenylamino)-5,6-dichloronicotinate