2,6-Dichloro-4-isocyanatopyridine

Base Information

• Chemical Name: 2,6-Dichloro-4-isocyanatopyridine
• CAS No.: 159178-03-7
• Molecular Formula: C6H2 Cl2 N2 O
• Molecular Weight: 189.001
• Hs Code.: 2933399090
• European Community (EC) Number: 672-846-4
• DSSTox Substance ID: DTXSID20381828
• Mol file: 159178-03-7.mol

Synonyms:2,6-dichloro-4-isocyanatopyridine;159178-03-7;Pyridine,2,6-dichloro-4-isocyanato-;2,6-DICHLORO-4-PYRIDYL ISOCYANATE;2,6-Dichloro-4-isocyanatopyridine, tech grade;2,6-Dichloropyridin-4-yl isocyanate;2,6-dichloropyridin-4-isocyanate;PROSTAGLANDINJ2;SCHEMBL1191739;DTXSID20381828;OCDFIQXUCLQQHY-UHFFFAOYSA-N;2,6-Dichloropyridin-4-ylisocyanate;MFCD00052828;AKOS006228429;AB02214;BP-10857;PS-10303;FT-0610587;2,6-Dichloro-4-isocyanatopyridine, AldrichCPR;EN300-1981591

Chemical Property of 2,6-Dichloro-4-isocyanatopyridine

Chemical Property:

• Vapor Pressure: 0.00156mmHg at 25°C
• Boiling Point: 295.1°Cat760mmHg
• PKA: -2.98±0.10(Predicted)
• Flash Point: 132.3°C
• PSA: 42.32000
• Density: 1.5g/cm³
• LogP: 2.35570
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.9544181
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

98%Min ^*data from raw suppliers

2,6-Dichloro-4-isocyanatopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn
• Statements: 23/24/25-34-43-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(N=C1Cl)Cl)N=C=O

Technology Process of 2,6-Dichloro-4-isocyanatopyridine

There total 9 articles about 2,6-Dichloro-4-isocyanatopyridine 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:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 2,6-dichloro-4-isocyanatopyridine (159178-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / tetrahydrofuran / 2 h / Reflux

2: sodium azide / water; acetone / 0 - 10 °C

With sodium azide; oxalyl dichloride; In tetrahydrofuran; water; acetone; 2: Curtius rearrangement;

Reference yield:

2,6-dichloropyridine-4-carbonylazide (81001-09-4) → 2,6-dichloro-4-isocyanatopyridine (159178-03-7)

Guidance literature:

In water; acetone; at 0 - 10 ℃;

DOI:10.1021/ol801860s

Reference yield:

2,6-dichloro-[4]pyridylamine (2587-02-2) + bis(trichloromethyl) carbonate (32315-10-9) → 2,6-dichloro-4-isocyanatopyridine (159178-03-7)

Guidance literature:

With TEA; In benzene; for 5h; Heating;

DOI:10.1016/j.bmcl.2007.10.077

upstream raw materials:

isonicotinoyl azide

2,6-dichloro-[4]pyridylamine

bis(trichloromethyl) carbonate

2,6-dichloropyridine-4-carbonylazide

Downstream raw materials:

(2,6-dichloropyridin-4-yl)carbamic acid benzyl ester

Refernces

• 1、 Pandolfi, Fabiana,De Vita, Daniela,Bortolami, Martina,Coluccia, Antonio,Di Santo, Roberto,Costi, Roberta,Andrisano, Vincenza,Alabiso, Francesco,Bergamini, Christian,Fato, Romana,Bartolini, Manuela,Scipione, Luigi. "New pyridine derivatives as inhibitors of acetylcholinesterase and amyloid aggregation". . p. 197 - 210. Retrieved 2017.
• 2、 -. "DPD inhibitor as well as preparation method, pharmaceutical composition and application thereof". Paragraph 0480; 0496; 0503-0504. . Retrieved 2021/07/21.
• 3、 Zhang, Yu-Hang,Luo, Dong-Dong,Wan, Sheng-Biao,Qu, Xian-Jun. "S1PR2 inhibitors potently reverse 5-FU resistance by downregulating DPD expression in colorectal cancer". . . Retrieved 2020/02/29.