4-Iodo-3-methyl-1H-pyrazole

Base Information

• Chemical Name: 4-Iodo-3-methyl-1H-pyrazole
• CAS No.: 15802-75-2
• Molecular Formula: C4H5IN2
• Molecular Weight: 208.002
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID30573393
• Nikkaji Number: J1.462.740E
• Wikidata: Q72492125
• Mol file: 15802-75-2.mol

Synonyms:15802-75-2;4-Iodo-3-methyl-1H-pyrazole;3-Methyl-4-iodopyrazole;4-iodo-5-methyl-1H-pyrazole;4-iodo-3-methylpyrazole;1H-Pyrazole, 4-iodo-3-methyl-;MFCD09908176;4-Iodo-3-methyl pyrazole;4-iodo-methylpyrazole;SCHEMBL1358702;DTXSID30573393;SHDMYGCRVXWTGR-UHFFFAOYSA-N;BCP25873;4-Iodo-3-methylpyrazole, AldrichCPR;AKOS005169802;AKOS005174081;AC-4812;CS-W022199;SB33951;AM807434;AS-15915;SY010800;A3478;EN300-177235

Chemical Property of 4-Iodo-3-methyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 185-187 °C
• Refractive Index: 1.656
• Boiling Point: 292.112 °C at 760 mmHg
• PKA: 13.55±0.50(Predicted)
• Flash Point: 130.465 °C
• PSA: 28.68000
• Density: 2.094 g/cm³
• LogP: 1.32270
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 207.94975
• Heavy Atom Count: 7
• Complexity: 66.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Iodo-3-methyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=NN1)I
• Uses: 4-Iodo-3-methyl-1H-pyrazole is an analog of 4-Bromo-3-methylpyrazole (B688090) which is an intermdiate used to prepare substituted piperidines as potent, selective, CNS-penetrant α4β2 nicotinic acetylcholine receptor potentiators. 4-Bromo-3-methylpyrazole is also used to prepare small molecular B2 receptor antagonists.

Technology Process of 4-Iodo-3-methyl-1H-pyrazole

There total 7 articles about 4-Iodo-3-methyl-1H-pyrazole 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: 90.0%

3-Methylpyrazole (1453-58-3) → 4-iodo-3-methyl-1H-pyrazole (15802-75-2)

Guidance literature:

With sodium hydroxide; Rodapon N 50; iodine; In water; at 20 ℃; for 0.25h;

Reference yield: 85.0%

3(5)-methylpyrazole (88054-14-2) → 3-iodo-2-methyl-1H-pyrazole (15802-75-2)

Guidance literature:

With nitrosylsulfuric acid; nitromethane; tertamethylammonium iodide; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.0c02106

Reference yield:

3-Methylpyrazole (1453-58-3) → 4-iodo-3-methyl-1H-pyrazole (15802-75-2) + 3-iodo-2-methyl-1H-pyrazole (15802-75-2)

Guidance literature:

With iodine; iodic acid; In tetrachloromethane; water; acetic acid; at 50 ℃; for 1.5h; Title compound not separated from byproducts.;

DOI:10.3987/COM-07-11087

upstream raw materials:

3-Methylpyrazole

4-iodo-3,5-dimethyl-1H-pyrazole

3⁽⁵⁾-methylpyrazole

Downstream raw materials:

methyl 3-(4-iodo-1H-pyrazol-1-yl)propanoate

1((4-iodo-5-methyl-1H-pyrazol-1-yl)methyl)cyclohexanol

3-methyl-4-nitro-1H-pyrazole

1-[3-(benzyloxy)propyl]-4-iodo-3-methyl-1H-pyrazole

Refernces

• 1、 Bondarenko, Oksana B.,Karetnikov, Georgy L.,Komarov, Arseniy I.,Pavlov, Aleksandr I.,Nikolaeva, Svetlana N.. "R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond". supporting information. p. 322 - 332. Retrieved 2021/01/14.
• 2、 -. "PYRAZOLE DERIVATIVES". Page/Page column 80. . Retrieved 2017/08/01.