2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde

Base Information

• Chemical Name: 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde
• CAS No.: 6560-65-2
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• European Community (EC) Number: 922-317-1
• DSSTox Substance ID: DTXSID10575855
• Wikidata: Q82465283
• Mol file: 6560-65-2.mol

Synonyms:6560-65-2;2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde;2,2,8-Trimethyl-4H-1,3-dioxino[4,5-c]pyridine-5-carboxaldehyde;2,2,8-Trimethyl-2H,4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde;|A4,3-Isopropylideneisopyridoxal;PECKJUIKFHWAGE-UHFFFAOYSA-N;ALPHA4,3-ISOPROPYLIDENEISOPYRIDOXAL;SCHEMBL3443196;?4,3-Isopropylideneisopyridoxal;DTXSID10575855;AKOS022201566;CS-0235966;G62527;EN300-1659476;Z1509591091;2, 2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde;2,2,8-trimethyl-4H-[1,3]dioxino [4,5-c]pyridine-5-carbaldehyde;2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]-pyridine-5-carboxaldehyde

Chemical Property of 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde

Chemical Property:

• Melting Point: 56-60 °C
• Boiling Point: 324.4±42.0 °C(Predicted)
• PKA: 3.61±0.40(Predicted)
• PSA: 48.42000
• Density: 1.164±0.06 g/cm3(Predicted)
• LogP: 1.84760
• Solubility.: Dichloromethane
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

99.9% ^*data from raw suppliers

α4,3-Isopropylideneisopyridoxal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C2=C1OC(OC2)(C)C)C=O
• Uses: α4,3-Isopropylideneisopyridoxal is an intermediate in the preparation of pharmaceuticals used to treat angina.

Technology Process of 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde

There total 5 articles about 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-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: 83.0%

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol (1136-52-3) → 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxaldehyde (6560-65-2)

Guidance literature:

With manganese(IV) oxide; In toluene; at 40 ℃; for 8h;

DOI:10.1021/jm0300678

Reference yield:

5-hydroxy-6-methyl-3,4-pyridinedimethanol (65-23-6) → 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxaldehyde (6560-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 0.5 h / 20 °C

2: dipyridinium dichromate / dichloromethane

With dipyridinium dichromate; toluene-4-sulfonic acid; In dichloromethane;

Reference yield:

5-hydroxy-6-methyl-3,4-pyridinedimethanol (65-23-6) + acetone (67-64-1) → 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxaldehyde (6560-65-2)

Guidance literature:

5-hydroxy-6-methyl-3,4-pyridinedimethanol; acetone; With hydrogenchloride;

With manganese(IV) oxide; In toluene; Reflux;

DOI:10.1021/acs.orglett.9b03707

upstream raw materials:

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

pyridoxal hydrochloride

5-hydroxy-6-methyl-3,4-pyridinedimethanol

acetone

Downstream raw materials:

5,5,5',5'-tetramethyl-2,2'-(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethanediyl)-bis-cyclohexane-1,3-dione

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

[1,1-Difluoro-2-phenoxythiocarbonyloxy-2-(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)-ethyl]-phosphonic acid diethyl ester

4-[(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethylene)-amino]-benzonitrile