Isopropyl anthranilate

Base Information

• Chemical Name: Isopropyl anthranilate
• CAS No.: 18189-02-1
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2922439000
• European Community (EC) Number: 242-074-9
• UNII: HMH3887MNJ
• DSSTox Substance ID: DTXSID9066334
• Nikkaji Number: J110.730E
• Wikidata: Q81992934
• Mol file: 18189-02-1.mol

Synonyms:Isopropyl anthranilate;Isopropyl 2-aminobenzoate;18189-02-1;propan-2-yl 2-aminobenzoate;Benzoic acid, 2-amino-, 1-methylethyl ester;Anthranilic acid, isopropyl ester;HMH3887MNJ;EINECS 242-074-9;AI3-02577;iso-propyl anthranilate;Isopropyl 2-amino-benzoate;UNII-HMH3887MNJ;Isopropyl 2-aminobenzoate #;Anthanilic acid isopropyl ester;SCHEMBL3507300;DTXSID9066334;MFCD00060604;AKOS009165959;DS-1584;2-AMINOBENZOIC ACID ISOPROPYL ESTER;AM20030204;FT-0637663;A812642;J-011641

Chemical Property of Isopropyl anthranilate

Chemical Property:

• Vapor Pressure: 0.0489mmHg at 25°C
• Melting Point: 64-65°C
• Boiling Point: 274°Cat760mmHg
• PKA: 2.18±0.10(Predicted)
• Flash Point: 134.2°C
• PSA: 52.32000
• Density: 1.099g/cm³
• LogP: 2.41520
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

98%min ^*data from raw suppliers

Isopropylanthranilate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1=CC=CC=C1N

Technology Process of Isopropyl anthranilate

There total 8 articles about Isopropyl anthranilate 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: 99.3%

2-(sulfinylamino)benzoyl chloride (64001-48-5) + isopropyl alcohol (67-63-0,8013-70-5) → propan-2-yl 2-aminobenzoate (18189-02-1)

Guidance literature:

for 1h;

Reference yield: 98.0%

2-carbomethoxyaniline (134-20-3) + isopropyl alcohol (67-63-0,8013-70-5) → propan-2-yl 2-aminobenzoate (18189-02-1)

Guidance literature:

With cesium phosphate; N-benzyl-N,N,N-triethylammonium chloride; for 7h; Reflux;

Reference yield: 80.0%

2-Nitrobenzyl alcohol (612-25-9) + isopropyl alcohol (67-63-0,8013-70-5) → propan-2-yl 2-aminobenzoate (18189-02-1)

Guidance literature:

With caesium carbonate; at 100 ℃; for 16h; Schlenk technique; Inert atmosphere;

upstream raw materials:

isopropyl 2-nitrobenzoate

anthranilic acid

isopropyl alcohol

2-(sulfinylamino)benzoyl chloride

Downstream raw materials:

N-chloroacetyl-anthranilic acid isopropyl ester

2-(4-Hydroxy-3,6-dioxo-5-undecyl-cyclohexa-1,4-dienylamino)-benzoic acid isopropyl ester

isopropyl 2-(4-methoxycyclohexylamino)benzoate

isopropyl 2-(4-methoxycyclohexylamino)benzoate

Refernces

• 1、 Odinokov,Plekhovich,Budruev. "Synthesis of 3-phenylbenzo[c]isoxazoles by thermocyclization of 2-azidobenzophenones". . p. 1298 - 1300. Retrieved 2019/07/15.
• 2、 -. "Preparation method of anthranilate and amide compounds". Paragraph 0049; 0050; 0051; 0052; 0053; 0054; 0055-0057. . Retrieved 2017/12/09.