3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine

Base Information

• Chemical Name: 3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine
• CAS No.: 1081-09-0
• Molecular Formula: C12H17 N O2
• Molecular Weight: 207.272
• Hs Code.: 2933399090
• European Community (EC) Number: 214-099-5
• NSC Number: 45011
• DSSTox Substance ID: DTXSID30148404
• Nikkaji Number: J117.392H
• Mol file: 1081-09-0.mol

Synonyms:1081-09-0;3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine;1-(5-acetyl-2,4,6-trimethyl-1,4-dihydropyridin-3-yl)ethanone;Pyridine, 3,5-diacetyl-1,4-dihydro-2,4,6-trimethyl-;1,1'-(2,4,6-Trimethyl-1,4-dihydropyridine-3,5-diyl)diethanone;Ethanone, 1,1'-(1,4-dihydro-2,4,6-trimethyl-3,5-pyridinediyl)bis-;EINECS 214-099-5;1,1'-(1,4-Dihydro-2,4,6-trimethylpyridine-3,5-diyl)bisethan-1-one;1-(5-acetyl-2,4,6-trimethyl-1,4-dihydropyridin-3-yl)ethan-1-one;NSC45011;Maybridge1_000082;MixCom1_000148;3,5-Diacetyl-1,4-dihydro-2,4,6-trimethylpyridine;DTXSID30148404;NSC 45011;NSC-45011;AKOS015892302;AE-641/00012050;Pyridine,5-diacetyl-1,4-dihydro-2,4,6-trimethyl-;3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine, 97%;1-(5-acetyl-2,4,6-trimethyl-1,4-dihydro-3-pyridinyl)ethanone;Ethanone,1'-(1,4-dihydro-2,4,6-trimethyl-3,5-pyridinediyl)bis-

Chemical Property of 3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine

Chemical Property:

• Melting Point: 154-159oC(lit.)
• Boiling Point: 344.6oC at 760 mmHg
• PKA: 3.53±0.70(Predicted)
• Flash Point: 135oC
• PSA: 46.17000
• Density: 1.018g/cm3
• LogP: 2.28050
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 352

Purity/Quality:

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

3,5-DIACETYL-2,4,6-TRIMETHYL-1,4-DIHYDROPYRIDINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1C(=C(NC(=C1C(=O)C)C)C)C(=O)C

Technology Process of 3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine

There total 5 articles about 3,5-Diacetyl-2,4,6-trimethyl-1,4-dihydropyridine 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%

acetaldehyde (75-07-0,9002-91-9) + acetylacetone (123-54-6,81235-32-7) → 3,5-diacetyl-1,4-dihydro-2,4,6-trimethylpyridine (1081-09-0)

Guidance literature:

With uranyl nitrate hexahydrate; ammonium acetate; In ethanol; at 20 ℃; for 0.333333h; Sonication;

DOI:10.1007/s11164-014-1784-5

Reference yield: 56.0%

vinyl acetate (108-05-4,9003-20-7) + acetylacetone (123-54-6,81235-32-7) → 3,5-diacetyl-1,4-dihydro-2,4,6-trimethylpyridine (1081-09-0)

Guidance literature:

With bovine porcine pancrease; formamide; In methanol; at 60 ℃; for 48h; Enzymatic reaction;

DOI:10.1039/c6tb02135b

Reference yield:

3-ethylidene-pentane-2,4-dione (15181-39-2,67556-21-2,67556-22-3) → 3,5-diacetyl-1,4-dihydro-2,4,6-trimethylpyridine (1081-09-0)

Guidance literature:

upstream raw materials:

acetaldehyde

acetylacetone

2,4,6-Trimethyl-[1,3,5]triazinane; hydrate

3-ethylidene-pentane-2,4-dione

Downstream raw materials:

(2E,2'E)-1,1'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(3-(4-bromophenyl)prop-2-en-1-one)

(2E,2'E)-1,1'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(3-(4-chlorophenyl)prop-2-en-1-one)

(2E,2'E)-1,1'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(3-(3-chlorophenyl)prop-2-en-1-one)

(2E,2'E)-1,1'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(3-(4-nitrophenyl)prop-2-en-1-one)

Refernces

• 1、 Zhang, Wei,Wang, Na,Yu, Yuan,Shan, Yi-Min,Wang, Bing,Pu, Xue-Mei,Yu, Xiao-Qi. "Synthetic Regulation of 1,4-Dihydropyridines for the AIE or AIEE Effect: From Rational Design to Mechanistic Views". . p. 4871 - 4878. Retrieved 2018.
• 2、 Zhang, Wei,Wang, Na,Liu, Yan-Hong,Jiao, Shu-Yan,Zhang, Wei-Wei,Pu, Xue-Mei,Yu, Xiao-Qi. "1,4-Dihydropyridines: discovery of minimal AIEEgens and their mitochondrial imaging applications". supporting information. p. 464 - 469. Retrieved 2017/01/24.
• 3、 Reddy, B. Palakshi,Rajesh,Vijayakumar. "PEG400-lithium carbonate catalyzed synthesis of 1,4-dihydropyridines under solvent-free conditions". experimental part. p. 153 - 158. Retrieved 2012/05/20.