Phthalamic acid, N,N-diisopropyl-

Base Information

• Chemical Name: Phthalamic acid, N,N-diisopropyl-
• CAS No.: 20320-39-2
• Molecular Formula: C14H19 N O3
• Molecular Weight: 249.3056
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20174217
• Nikkaji Number: J50.504H
• Wikidata: Q83044283
• Mol file: 20320-39-2.mol

Synonyms:Phthalamic acid, N,N-diisopropyl-;20320-39-2;N,N-Diisopropylphthalamic acid;2-[di(propan-2-yl)carbamoyl]benzoic acid;2-(diisopropylcarbamoyl)benzoic acid;BRN 2333335;Oprea1_531828;N,N-Diisopropylphthalamidic acid;SCHEMBL21891698;DTXSID20174217;2-[(diisopropylamino)carbonyl]benzoic acid;LS-109078;F70680;AE-848/32325030;Benzoic acid, 2-[[bis(1-methylethyl)amino]carbonyl]-

Chemical Property of Phthalamic acid, N,N-diisopropyl-

Chemical Property:

• Vapor Pressure: 1.27E-07mmHg at 25°C
• Boiling Point: 414.8°Cat760mmHg
• Flash Point: 204.7°C
• PSA: 57.61000
• Density: 1.112g/cm³
• LogP: 2.64380
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C(C)C)C(=O)C1=CC=CC=C1C(=O)O

Technology Process of Phthalamic acid, N,N-diisopropyl-

There total 2 articles about Phthalamic acid, N,N-diisopropyl- 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: 92.0%

carbon dioxide (124-38-9,18923-20-1) + N,N-diisopropyl benzamide (20383-28-2) → o-(N,N-diisopropylcarbamoyl)benzoic acid (20320-39-2)

Guidance literature:

N,N-diisopropyl benzamide; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; triisobutylaluminum; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h;

carbon dioxide; With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium tert-butylate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; under 760.051 Torr;

With hydrogenchloride; In tetrahydrofuran; hexane; water; Reagent/catalyst; Temperature; regioselective reaction; Catalytic behavior;

DOI:10.1002/asia.201403247

Reference yield:

→ o-(N,N-diisopropylcarbamoyl)benzoic acid (20320-39-2)

Guidance literature:

Phthalsaeure-anhydrid, Diisopropylamin, Acn., 2h, Raumtemp.;

DOI:10.1021/jm01240a015

Reference yield:

o-(N,N-diisopropylcarbamoyl)benzoic acid (20320-39-2) + chloroformic acid ethyl ester (541-41-3) → C17H23NO5 (888494-01-7)

Guidance literature:

With triethylamine; In acetone; at -15 ℃; for 0.166667h;

DOI:10.1055/s-2006-926362

upstream raw materials:

carbon dioxide

N,N-diisopropyl benzamide

Downstream raw materials:

C₁₇H₂₃NO₅

N-{3-[2-(diisopropylamidocarbonylbenzamido)ethoxy]-3-(5-fluorouracil-1-yl)propyl}phthalimide

Refernces

• 1、 Ueno, Atsushi,Takimoto, Masanori,Wylie,Nishiura, Masayoshi,Ikariya, Takao,Hou, Zhaomin. "Copper-catalyzed formal c-h carboxylation of aromatic compounds with carbon dioxide through arylaluminum intermediates". . p. 1010 - 1016. Retrieved 2015/03/31.