Carbanilic acid, N-methyl-, isopropyl ester

Base Information

• Chemical Name: Carbanilic acid, N-methyl-, isopropyl ester
• CAS No.: 3295-92-9
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• NSC Number: 3302
• UNII: 2G5T4N03T3
• DSSTox Substance ID: DTXSID40186599
• Nikkaji Number: J69.524F
• Wikidata: Q83057940
• Mol file: 3295-92-9.mol

Synonyms:N-Methylpropham;Isopropyl N-methylcarbanilate;Isopropyl methylphenylcarbamate;3295-92-9;NSC 3302;Carbamic acid, methylphenyl-, 1-methylethyl ester;BRN 4990912;CARBANILIC ACID, N-METHYL-, ISOPROPYL ESTER;AI3-22775;2G5T4N03T3;NSC-3302;Carbamic acid, methylphenyl-, 1-methylethyl ester (9CI);Carbanilic acid, n-methyl, isopropyl ester;UNII-2G5T4N03T3;SCHEMBL3507290;DTXSID40186599;NSC3302;N-Methylcarbanilic acid isopropyl ester;LS-51378;Carbamic acid, N-methyl-N-phenyl-, 1-methylethyl ester

Chemical Property of Carbanilic acid, N-methyl-, isopropyl ester

Chemical Property:

• Vapor Pressure: 0.0122mmHg at 25°C
• Boiling Point: 260.4°Cat760mmHg
• Flash Point: 111.3°C
• Density: 1.068g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Carbanilic acid, N-methyl-, isopropyl ester

There total 3 articles about Carbanilic acid, N-methyl-, isopropyl ester 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: 97.0%

carbamic acid, phenyl-, 1-methylethyl ester (122-42-9) + methyl iodide (74-88-4) → N-methyl N-phenyl carbamate d'isopropyle (3295-92-9)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 0.5h;

DOI:10.1016/0040-4020(86)80008-4

Reference yield: 74.0%

lithium isopropoxide (2388-10-5) + 2-(N-methylanilino)-2-phenylsulfanylacetonitrile (132431-15-3) → N-methyl N-phenyl carbamate d'isopropyle (3295-92-9)

Guidance literature:

With copper(l) iodide; oxygen; for 12h; Ambient temperature;

DOI:10.1039/P19940002217

Reference yield:

(N-methylanilino)acetonitrile (36602-08-1) → N-methyl N-phenyl carbamate d'isopropyle (3295-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / LDA / tetrahydrofuran / 0.75 h / -40 °C

2: 74 percent / CuI, O₂ / 12 h / Ambient temperature

With copper(l) iodide; oxygen; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/P19940002217

upstream raw materials:

carbamic acid, phenyl-, 1-methylethyl ester

methyl iodide

lithium isopropoxide

2-(N-methylanilino)-2-phenylsulfanylacetonitrile

Downstream raw materials:

4 hydroxy Probham

carbamic acid, phenyl-, 1-methylethyl ester

[4-((2S,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-methoxy-tetrahydro-pyran-2-yloxy)-phenyl]-carbamic acid isopropyl ester

o-methylaminobenzoate d'isopropyle

Refernces

• 1、 Dembele, Albert,Deshayes, Henri,Pete, Jean-Pierre. "Reduction et photoreduction de derives de l'acide carbonique influence de l'hexamethylphosphorotriamide". . p. 671 - 680. Retrieved 2007/10/02.