tert-Butyl 2-aminobenzoate

Base Information

• Chemical Name: tert-Butyl 2-aminobenzoate
• CAS No.: 64113-91-3
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922439000
• European Community (EC) Number: 627-159-4
• DSSTox Substance ID: DTXSID10392403
• Nikkaji Number: J1.484.556I
• Wikidata: Q72510684
• Mol file: 64113-91-3.mol

Synonyms:tert-Butyl 2-aminobenzoate;64113-91-3;2-aminobenzoic acid tert-butyl ester;Benzoic acid, 2-amino-, 1,1-dimethylethyl ester;tert-Butyl anthranilate;2-amino benzoic acid t-butyl ester;t-butyl 2-aminobenzoate;tert-butyl 2-azanylbenzoate;SCHEMBL171563;1,1-dimethylethyl aminobenzoate;TERT-BUTYL2-AMINOBENZOATE;DTXSID10392403;1,1-dimethylethyl 2-aminobenzoate;Anthranilic acid, tert.-butyl ester;AB1268;MFCD03095523;2-amino-benzoic acid tert-butyl ester;AKOS010135391;CS-W015770;tert-Butyl 2-aminobenzoate, >=97.0%;DS-18540;FT-0694876;A834644

Chemical Property of tert-Butyl 2-aminobenzoate

Chemical Property:

• Appearance/Colour: nigger-brown liquid
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: n20/D 1.540
• Boiling Point: 284.1 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 142.6 °C
• PSA: 52.32000
• Density: 1.078 g/cm³
• LogP: 2.80530
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 2-aminobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=CC=C1N
• Uses: tert-Butyl 2-Aminobenzoate is a useful reagent for preparing alkylamino quinazolinones.

Technology Process of tert-Butyl 2-aminobenzoate

There total 15 articles about tert-Butyl 2-aminobenzoate 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: 99.0%

tert-butyl 2-nitrobenzoate (55666-41-6) → tert-butyl 2-aminobenzoate (64113-91-3)

Guidance literature:

With hydrogen; nickel;

DOI:10.1016/j.bmcl.2006.12.055

Reference yield: 85.0%

2-tert-butoxycarbonylamino-benzoic acid tert-butyl ester → tert-butyl 2-aminobenzoate (64113-91-3) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4)

Guidance literature:

With H-β zeolite; In dichloromethane; for 10h; Heating;

Reference yield: 79.0%

benzoic acid tert-butyl ester (774-65-2) → tert-butyl 2-aminobenzoate (64113-91-3)

Guidance literature:

benzoic acid tert-butyl ester; With (TMP)2Cu(CN)Li₂; In tetrahydrofuran; at -78 - 0 ℃; for 2h; Inert atmosphere; Schlenk technique;

With N-benzyloxyamine; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03855

upstream raw materials:

N-(trifluoroacetyl)anthranilic acid

sodium t-butanolate

tert-butyl 2-nitrobenzoate

tert-butyl 2-(2,2,2-trifluoroacetamido)benzoate

Downstream raw materials:

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

2,2'-ureylene-di-(tert-butylbenzoate)

tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)benzoate

(Z)-tert-butyl 2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)benzoate

Refernces

• 1、 Mertens, Matthias D.,Pietsch, Markus,Schnakenburg, Gregor,Guetschow, Michael. "Regioselective sulfonylation and N- to O-sulfonyl migration of quinazolin-4(3H)-ones and analogous thienopyrimidin-4(3H)-ones". . p. 8966 - 8979. Retrieved 2013/10/08.
• 2、 Yan, Yizhe,Wang, Zhiyong. "Metal-free intramolecular oxidative decarboxylative amination of primary α-amino acids with product selectivity". supporting information; experimental part. p. 9513 - 9515. Retrieved 2011/10/01.