3-Hydroxy-4-methylpicolinaldehyde

Base Information

• Chemical Name: 3-Hydroxy-4-methylpicolinaldehyde
• CAS No.: 143509-47-1
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.138
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID201262922
• Mol file: 143509-47-1.mol

Synonyms:143509-47-1;3-HYDROXY-4-METHYLPICOLINALDEHYDE;3-HYDROXY-4-METHYLPYRIDINE-2-CARBALDEHYDE;2-Pyridinecarboxaldehyde,3-hydroxy-4-methyl-(9ci);3-HYDROXY-4-METHYL-2-PYRIDINECARBOXALDEHYDE;SCHEMBL8688305;JHJPDSLRIOPRPT-UHFFFAOYSA-N;DTXSID201262922;3-hydroxy-4-methyl-2-formylpyridine;AB75246;AT35382;FT-0702539;EN300-7643702

Chemical Property of 3-Hydroxy-4-methylpicolinaldehyde

Chemical Property:

• Boiling Point: 300.0±37.0 °C(Predicted)
• PKA: 3.91±0.15(Predicted)
• PSA: 50.19000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 0.90810
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%min ^*data from raw suppliers

2-Pyridinecarboxaldehyde,3-hydroxy-4-methyl-(9ci) 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1)C=O)O

Technology Process of 3-Hydroxy-4-methylpicolinaldehyde

There total 6 articles about 3-Hydroxy-4-methylpicolinaldehyde 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:

2,4-dimethyl-3-nitropyridine (1074-76-6) → 3-hydroxy-4-methylpyridine-2-carboxaldehyde (143509-47-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 20 percent / SeO₂ / dioxane / 35 h / Heating

2: 85 percent / p-toluenesulfonic acid monohydrate / toluene / Heating

3: 94 percent / H₂ / 10percent Pd/C / 20 h / 2585.7 Torr

4: 10percent aq. H₂SO₄, aq. NaNO₂ / H₂O / a.) 0 deg C, 15 min, b.) reflux, 30 min

With selenium(IV) oxide; sulfuric acid; hydrogen; toluene-4-sulfonic acid; sodium nitrite; palladium on activated charcoal; In 1,4-dioxane; water; toluene;

DOI:10.1021/jm00098a011

Reference yield:

4-methyl-3-nitropyridine-2-carboxaldehyde (21203-74-7) → 3-hydroxy-4-methylpyridine-2-carboxaldehyde (143509-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / p-toluenesulfonic acid monohydrate / toluene / Heating

2: 94 percent / H₂ / 10percent Pd/C / 20 h / 2585.7 Torr

3: 10percent aq. H₂SO₄, aq. NaNO₂ / H₂O / a.) 0 deg C, 15 min, b.) reflux, 30 min

With sulfuric acid; hydrogen; toluene-4-sulfonic acid; sodium nitrite; palladium on activated charcoal; In water; toluene;

DOI:10.1021/jm00098a011

Reference yield:

2,4-lutidine (108-47-4) → 3-hydroxy-4-methylpyridine-2-carboxaldehyde (143509-47-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 19 percent / fuming sulfuric acid, potassium nitrate / 16 h / 100 - 120 °C

2: 20 percent / SeO₂ / dioxane / 35 h / Heating

3: 85 percent / p-toluenesulfonic acid monohydrate / toluene / Heating

4: 94 percent / H₂ / 10percent Pd/C / 20 h / 2585.7 Torr

5: 10percent aq. H₂SO₄, aq. NaNO₂ / H₂O / a.) 0 deg C, 15 min, b.) reflux, 30 min

With selenium(IV) oxide; sulfuric acid; hydrogen; toluene-4-sulfonic acid; potassium nitrate; sodium nitrite; palladium on activated charcoal; In 1,4-dioxane; water; toluene;

DOI:10.1021/jm00098a011

upstream raw materials:

3-amino-2-(1,3-dioxolan-2-yl)-4-methylpyridine

2,4-dimethyl-3-nitropyridine

4-methyl-3-nitropyridine-2-carboxaldehyde

2,4-lutidine