Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate

Base Information

• Chemical Name: Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate
• CAS No.: 279692-23-8
• Molecular Formula: C16H19 N O4
• Molecular Weight: 289.331
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID10385077
• Wikidata: Q82177642
• Mol file: 279692-23-8.mol

Synonyms:279692-23-8;ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate;Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidino)-benzenecarboxylate;ethyl 4-(4,4-dimethyl-2,6-dioxopiperidino)benzenecarboxylate;SCHEMBL2953094;DTXSID10385077;NOAUUXLIGIBMNF-UHFFFAOYSA-N;MFCD01764136;AKOS005072117;CA-0860;SB44084;CS-0320562;FT-0646089;ethyl4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate;Ethyl 4-(4,4-dimethyl-2,6-dioxo-1-piperidinyl)benzoate;Benzoicacid,4-(4,4-dimethyl-2,6-dioxo-1-piperidinyl)-,ethyl ester

Chemical Property of Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate

Chemical Property:

• Vapor Pressure: 1.06E-09mmHg at 25°C
• Melting Point: 149～151℃
• Boiling Point: 488.7oC at 760 mmHg
• PKA: -2.96±0.40(Predicted)
• Flash Point: 249.4oC
• PSA: 63.68000
• Density: 1.168g/cm3
• LogP: 2.60790
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 289.13140809
• Heavy Atom Count: 21
• Complexity: 416

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N2C(=O)CC(CC2=O)(C)C

Technology Process of Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate

There total 13 articles about Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate 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:

acetyl chloride (75-36-5) + p-aminoethylbenzoate (94-09-7) + 3,3-dimethylglutaric anhydride (314256-16-1) → ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate (279692-23-8)

Guidance literature:

In 1,2-dichloro-ethane;

Reference yield:

4-(4-carboxy-3,3-dimethyl-butyrylamino)-benzoic acid ethyl ester (279692-22-7) → ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate (279692-23-8)

Guidance literature:

With acetyl chloride; In 1,2-dichloro-ethane; for 1h; Heating;

DOI:10.1021/jm050754u

Reference yield:

3,3-dimethylglutaric anhydride (4160-82-1) → ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate (279692-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / 4 h / Heating

2: 3.64 g / AcCl / 1,2-dichloro-ethane / 1 h / Heating

With acetyl chloride; In 1,2-dichloro-ethane;

DOI:10.1021/jm050754u

upstream raw materials:

4-(4-carboxy-3,3-dimethyl-butyrylamino)-benzoic acid ethyl ester

3,3-dimethylglutaric anhydride

p-aminoethylbenzoate

3-oxabicyclo[3.1.0]hexane-2,4-dione

Downstream raw materials:

ethyl 4-(4,4-dimethylpiperidin-1-yl)benzoate

4-(4,4-dimethylpiperidin-1-yl)benzoic acid

N-[4-(4,4-dimethyl-piperidin-1-yl)-benzoyl]-3-nitro-4-(2-phenylsulfanyl-ethylamino)-benzenesulfonamide

(R)-4-(3-dimethylamino-1-phenylsulfanylmethylpropylamino)-N-[4-(4,4-dimethylpiperidin-1-yl)benzoyl]-3-nitrobenzenesulfonamide