tert-butyl 4-(acetylamino)phenylcarbamate

Base Information

• Chemical Name: tert-butyl 4-(acetylamino)phenylcarbamate
• CAS No.: 769121-30-4
• Molecular Formula: C13H18N2O3
• Molecular Weight: 250.298
• Mol file: 769121-30-4.mol

Synonyms:tert-butyl (4-acetamidophenyl)carbamate;tert-butyl N-[4-(acetylamino)phenyl] carbamate;t-butyl (4-acetamidophenyl)carbamate;(4-Acetylamino-phenyl)-carbamic acid tert-butyl ester;tert-butyl 4-acetamidophenylcarbamate;

Chemical Property of tert-butyl 4-(acetylamino)phenylcarbamate

Chemical Property:

• Melting Point: 180 - 186 °C
• PSA: 67.43000
• LogP: 3.13800

Purity/Quality:

tert-butyl[4-(acetylamino)phenyl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(acetylamino)phenylcarbamate

There total 10 articles about tert-butyl 4-(acetylamino)phenylcarbamate 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: 95.0%

tert-butyl (E)-(4-(1-(hydroxyimino)ethyl)phenyl)carbamate → (4-acetylaminophenyl)carbamic acid tert-butyl ester (769121-30-4)

Guidance literature:

With phthalic anhydride; zinc trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2019.04.056

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + N-acetyl-p-phenylenediamine (122-80-5) → (4-acetylaminophenyl)carbamic acid tert-butyl ester (769121-30-4)

Guidance literature:

With zinc(II) perchlorate; In tert-butyl alcohol; at 20 ℃; for 72h;

DOI:10.1055/s-2004-829059

Reference yield: 93.0%

tert-butyl carbazate (4248-19-5) + 4-bromoacetanilide (103-88-8) → (4-acetylaminophenyl)carbamic acid tert-butyl ester (769121-30-4)

Guidance literature:

With ?di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate; In water; at 50 ℃; for 30h; Inert atmosphere; Green chemistry;

DOI:10.1039/c3gc42188k

upstream raw materials:

N-(tert-butoxycarbonyl)-1,4-phenylenediamine

acetyl chloride

di-tert-butyl dicarbonate

N-acetyl-p-phenylenediamine

Downstream raw materials:

tert-butyl 4-aminobenzoate

4-(N-acetylamino)phenyl isothiocyanate

N-acetyl-p-phenylenediamine

Refernces

• 1、 Verma, Saumya,Kumar, Puneet,Khatana, Anil K.,Chandra, Dinesh,Yadav, Ajay K.,Tiwari, Bhoopendra,Jat, Jawahar L.. "Zinc(II)-Catalyzed Synthesis of Secondary Amides from Ketones via Beckmann Rearrangement Using Hydroxylamine-O-sulfonic Acid in Aqueous Media". . p. 3272 - 3276. Retrieved 2020/11/02.
• 2、 Tang, Li,Wang, Zhi-Lv,He, Yan-Hong,Guan, Zhi. "An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism". . p. 4929 - 4936. Retrieved 2020/08/21.