4-Iodopyrazole

Base Information

• Chemical Name: 4-Iodopyrazole
• CAS No.: 3469-69-0
• Molecular Formula: C3H3IN2
• Molecular Weight: 193.975
• Hs Code.: 29331990
• European Community (EC) Number: 222-434-1
• UNII: F33UJD465Q
• DSSTox Substance ID: DTXSID30188244
• Nikkaji Number: J216.139G
• Wikidata: Q27104548
• Metabolomics Workbench ID: 52412
• Mol file: 3469-69-0.mol

Synonyms:4-iodopyrazole

Chemical Property of 4-Iodopyrazole

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Refractive Index: 1.688
• Boiling Point: 291.886 °C at 760 mmHg
• PKA: 12.99±0.50(Predicted)
• Flash Point: 130.328 °C
• PSA: 28.68000
• Density: 2.336 g/cm³
• LogP: 1.01430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.93410
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

4-Iodopyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NN1)I
• Uses: 4-Iodopyrazole is used in the synthesis of (pyrazolyl)oxobenzocycloheptapyridinyl acetamides that act as inhibitors of c-Met. 4-Iodopyrazole was used in an indium-mediated synthesis of heterobiaryls.

Technology Process of 4-Iodopyrazole

There total 7 articles about 4-Iodopyrazole 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: 98.0%

NH-pyrazole (288-13-1) → 4-iodopyrazole (3469-69-0)

Guidance literature:

With ammonium cerium(IV) nitrate; iodine; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(00)02136-5

Reference yield: 75.0%

4-bromo-1H-pyrazole (2075-45-8) → 4-iodopyrazole (3469-69-0)

Guidance literature:

With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium iodide; In 1,4-dioxane; water; at 180 ℃; for 0.5h; under 9050.33 Torr; Flow reactor; Inert atmosphere;

DOI:10.1002/anie.201409595

Reference yield:

NH-pyrazole (288-13-1) → 4-iodopyrazole (3469-69-0) + 3,4-diiodo-1H-pyrazole (6645-70-1)

Guidance literature:

With iodine; n-butyltriphenylphosphonium peroxodisulfate; In water; acetonitrile; Reagent/catalyst; Reflux;

DOI:10.1134/S1070363216080259

upstream raw materials:

NH-pyrazole

4-aminopyrazole

4-bromo-1H-pyrazole

Downstream raw materials:

1-(4-iodo-1H-pyrazol-1-yl)ethanone

1-Benzoyl-4-jodpyrazol

4-iodo-1-(methoxymethyl)-1H-pyrazole

4-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrazole

Refernces

• 1、 Taydakov, Ilya V.,Krasnoselskiy, Sergey S.,Dutova, Tatiana Y.. "Improved synthesis of 1H-pyrazole-4-carbaldehyde". . p. 2430 - 2434. Retrieved 2011.
• 2、 Harusawa, Shinya,Hayama, Noboru,Kubo, Yumika,Kuroiwa, Nao,Nakamizu, Ayaka,Nishikawa, Kohei,Ono, Jun,Takagaki, Toshiki,Tatsui, Yuya,Usami, Yoshihide,Yoneyama, Hiroki. "Cui-catalyzed coupling reactions of 4-iodopyrazoles and alcohols: Application toward withasomnine and Homologs". . . Retrieved 2021/06/21.
• 3、 -. "PROCESSES AND INTERMEDIATES FOR MAKING A JAK INHIBITOR". Paragraph 0116-0117. . Retrieved 2019/08/22.