N,N-Diethyl-3,6-difluorophthalamic acid

Base Information

• Chemical Name: N,N-Diethyl-3,6-difluorophthalamic acid
• CAS No.: 131401-56-4
• Molecular Formula: C₁₂H₁₃F₂NO₃
• Molecular Weight: 257.237
• Hs Code.: 2924299090
• European Community (EC) Number: 622-866-4
• DSSTox Substance ID: DTXSID80350818
• Nikkaji Number: J1.178.446A
• Wikidata: Q82126918
• Mol file: 131401-56-4.mol

Synonyms:N,N-Diethyl-3,6-difluorophthalamic acid;131401-56-4;2-(diethylcarbamoyl)-3,6-difluorobenzoic acid;Benzoic acid, 2-[(diethylamino)carbonyl]-3,6-difluoro-;SCHEMBL1285766;DTXSID80350818;AKOS022180768;N,N-Diethyl-3,6-difluorophthalamicacid;AS-80182;CS-0444387;FT-0643149;N,N-Diethyl-3,6-difluorophthalamic acid, 99%;J-005994

Chemical Property of N,N-Diethyl-3,6-difluorophthalamic acid

Chemical Property:

• Vapor Pressure: 1.06E-07mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.524
• Boiling Point: 417°C at 760 mmHg
• Flash Point: 206°C
• PSA: 57.61000
• Density: 1.294g/cm³
• LogP: 2.14500
• Solubility.: methanol: soluble25mg/mL, clear, colorless
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 257.08634960
• Heavy Atom Count: 18
• Complexity: 320

Purity/Quality:

98% ^*data from raw suppliers

N,N-Diethyl-3,6-difluorophthalamic acid 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Diethyl-3,6-difluorophthalamic acid

There total 3 articles about N,N-Diethyl-3,6-difluorophthalamic acid 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:

2,5-difluorobenzoyl chloride (35730-09-7) → 2-<(diethylamino)carbonyl>-3,6-difluorobenzoic acid (131401-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / diethylamine / diethyl ether

2: 1.) n-BuLi / 1.) THF, -78 deg C, 1 h, 2.) -65 deg C, 15 min

With n-butyllithium; diethylamine; In diethyl ether;

Reference yield:

2,5-difluoro-N,N-diethylbenzamide (131401-55-3) → 2-<(diethylamino)carbonyl>-3,6-difluorobenzoic acid (131401-56-4)

Guidance literature:

With n-butyllithium; carbon dioxide; water;

DOI:10.1055/s-0031-1290462

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2,5-difluoro-N,N-diethylbenzamide (131401-55-3) → 2-<(diethylamino)carbonyl>-3,6-difluorobenzoic acid (131401-56-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, -78 deg C, 1 h, 2.) -65 deg C, 15 min;

upstream raw materials:

carbon dioxide

2,5-difluoro-N,N-diethylbenzamide

2,5-difluorobenzoyl chloride

Downstream raw materials:

3,6-difluorophtalimide

1,4-Difluoro-5,8-dihydroxyanthracene-9,10-dione

1,4-bis {[2-(dimethylamino)ethyl]amino}anthracene-9,10-dione

3,6-difluoro phthalic acid

Refernces

• 1、 Krapcho, A. Paul,Getahun, Zelleka,Avery, Kenneth J.. "The Synthesis of 1,4-Difluoro-5,8-dihydroxyanthracene-9,10-dione and Ipso Substitutions of the Fluorides by Diamines Leading to 1,4-Bis--5,8-dihydroxyanthracene-9,10-diones". . p. 2139 - 2146. Retrieved 2007/10/02.