4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Base Information

• Chemical Name: 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde
• CAS No.: 2386-30-3
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID601233212
• Nikkaji Number: J1.223.421J
• Mol file: 2386-30-3.mol

Synonyms:2386-30-3;4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde;2,4-Dimethyl-3-acetyl-5-formylpyrrole;SCHEMBL11307800;DTXSID601233212;3,5-dimethyl-4-acetyl-2-formylpyrrole;3,5-Dimethyl-4-acetyl-1H-pyrrole-2-carbaldehyde;4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde #;4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carboxaldehyde

Chemical Property of 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Chemical Property:

• Melting Point: 166 °C
• Boiling Point: 324.4±42.0 °C(Predicted)
• PKA: 14.60±0.50(Predicted)
• PSA: 49.93000
• Density: 1.151±0.06 g/cm3(Predicted)
• LogP: 1.64660
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

1H-PYRROLE-2-CARBOXALDEHYDE, 4-ACETYL-3,5-DIMETHYL- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=C1C(=O)C)C)C=O

Technology Process of 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

There total 9 articles about 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-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: 44.0%

O-ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carbothioate → 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (2386-30-3)

Guidance literature:

With Raney nickel; In water; acetone; Reflux;

DOI:10.1039/c9ra07527e

Reference yield: 40.0%

2,4-dimethyl-3-acetylpyrrole (2386-25-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (2386-30-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; Inert atmosphere;

2,4-dimethyl-3-acetylpyrrole; In 1,2-dichloro-ethane; at 0 ℃; for 0.833333h; Reflux;

With water; sodium acetate; In 1,2-dichloro-ethane; for 0.5h; Reflux;

DOI:10.1039/b810503k

Reference yield:

2,4-dimethyl-3-acetylpyrrole (2386-25-6) + potassium formate (590-29-4) → 4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (2386-30-3)

Guidance literature:

2,4-dimethyl-3-acetylpyrrole; With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

potassium formate; In water; N,N-dimethyl-formamide; at 0 - 105 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113953

upstream raw materials:

2,4-dimethyl-3-acetylpyrrole

hydrogenchloride

diethyl ether

hydrogen cyanide

Downstream raw materials:

1,3,7,13,18-pentamethyl-2-acetyl-8,12,17-tri(2-methoxy-carbonylethyl)-19-benzyloxycarbonylbiladiene-a,c dihydrobromide

4-acetyl-3,5-dimethyl-1,3-dihydro-pyrrol-2-one

6-acetyl-5,7-dimethyl-3-tosylpyrrolo[1,2-c]pyrimidine