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

Base Information

• Chemical Name: 4-Iodo-1-methyl-1H-pyrazole-3-carbaldehyde
• CAS No.: 1214997-78-0
• Molecular Formula: C5H5IN2O
• Molecular Weight: 236.01
• DSSTox Substance ID: DTXSID10693381
• Nikkaji Number: J3.049.167J
• Wikidata: Q82622429
• Mol file: 1214997-78-0.mol

Synonyms:4-Iodo-1-methyl-1H-pyrazole-3-carbaldehyde;1214997-78-0;4-IODO-1-METHYLPYRAZOLE-3-CARBALDEHYDE;SCHEMBL15277593;DTXSID10693381;AMY18603;MFCD19704865;STL587851;AKOS015915547;AT14258;1-Methyl-4-iodo-1H-pyrazole-3-carbaldehyde;EN300-4263233;Z1269158156

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

Chemical Property:

• PSA: 34.89000
• LogP: 0.83720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 235.94466
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

98%min ^*data from raw suppliers

4-Iodo-1-methyl-1H-pyrazole-3-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C(=N1)C=O)I

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

There total 3 articles about 4-Iodo-1-methyl-1H-pyrazole-3-carbaldehyde 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: 92.0%

1-methyl-1H-pyrazole-3-carbaldehyde (27258-32-8) → 4-iodo-1-methyl-1H-pyrazole-3-carbaldehyde (1214997-78-0)

Guidance literature:

With Iodine monochloride; potassium carbonate; In chloroform; at 20 ℃; for 10h;

DOI:10.1002/adsc.200900438

Reference yield: 86.8%

4-iodine-1,3-dimethyl-1H-pyrazole (6647-97-8) → 4-iodo-1-methyl-1H-pyrazole-3-carbaldehyde (1214997-78-0)

Guidance literature:

4-iodine-1,3-dimethyl-1H-pyrazole; With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile); In dichloromethane; at 20 - 70 ℃; for 7h;

With hexamethylenetetramine; In ethanol; water; at 60 - 65 ℃; for 3h;

Reference yield:

1,3-dimethyl-1H-pyrazole (694-48-4) → 4-iodo-1-methyl-1H-pyrazole-3-carbaldehyde (1214997-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dihydrogen peroxide; iodine / ethanol; water / 20 h / 15 - 20 °C

2.1: 2,2'-azobis(isobutyronitrile); 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / dichloromethane / 7 h / 20 - 70 °C

2.2: 3 h / 60 - 65 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; iodine; In ethanol; dichloromethane; water;

upstream raw materials:

1-methyl-1H-pyrazole-3-carbaldehyde

1,3-dimethyl-1H-pyrazole

4-iodine-1,3-dimethyl-1H-pyrazole

Refernces

• 1、 Nag, Somnath,Nayak, Maloy,Batra, Sanjay. "First copper-catalyzed intramolecular amidation in substituted 4-iodopyrazoles leading to the synthesis of pyrazolo [4,3-b] pyridin-5-onesn". supporting information; scheme or table. p. 2715 - 2723. Retrieved 2010/01/15.