N-Boc 4-Iodo-N-Methylaniline

Base Information

• Chemical Name: N-Boc 4-Iodo-N-Methylaniline
• CAS No.: 306768-12-7
• Molecular Formula: C12H16INO2
• Molecular Weight: 333.169
• Mol file: 306768-12-7.mol

Synonyms:N-Boc-N-methyl-4-iodoaniline;tert-butyl N-methyl-N-(4-iodophenyl)carbamate;(4-iodophenyl)methylcarbamic acid tert-butyl ester;4-(N-methyl-N-Boc)amino-1-iodobenzene;N-Boc-4-iodo-N-methylaniline;(4-Iodo-phenyl)-methyl-carbamic acid tert-butyl ester;(4-iodophenyl)-methyl-carbamic acid tert-butyl ester;

Chemical Property of N-Boc 4-Iodo-N-Methylaniline

Chemical Property:

• PSA: 29.54000
• LogP: 3.66250

Purity/Quality:

95%-98% ^*data from raw suppliers

N-Boc4-Iodo-N-methylaniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Boc 4-Iodo-N-Methylaniline

There total 8 articles about N-Boc 4-Iodo-N-Methylaniline 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: 85.0%

N-Boc-4-iodoaniline (159217-89-7) + methyl iodide (74-88-4) → (4-iodophenyl)-methyl-carbamic acid tert-butyl ester (306768-12-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1039/d1tb00568e

Reference yield: 77.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + tert-butyl N-methyl-N-(phenyl)carbamate (28131-24-0) → tert-butyl N-acetoxymethyl-N-(4-iodophenyl)carbamate + (4-iodophenyl)-methyl-carbamic acid tert-butyl ester (306768-12-7)

Guidance literature:

With iodine; palladium diacetate; In 1,2-dichloro-ethane; at 60 ℃; for 40h;

DOI:10.1021/ol061384m

Reference yield:

N-methylaniline (100-61-8) → (4-iodophenyl)-methyl-carbamic acid tert-butyl ester (306768-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / tetrahydrofuran; H₂O / 20 °C

2: 21 percent / iodine / palladium(II) acetate / 1,2-dichloro-ethane / 40 h / 60 °C

With iodine; sodium hydrogencarbonate; palladium diacetate; In tetrahydrofuran; water; 1,2-dichloro-ethane;

DOI:10.1021/ol061384m

upstream raw materials:

[bis(acetoxy)iodo]benzene

tert-butyl N-methyl-N-(phenyl)carbamate

di-tert-butyl dicarbonate

N-methylaniline

Downstream raw materials:

p-iodo-N-methylaniline

S-phenyl 4-((tert-butoxycarbonyl)(methyl)amino)benzothioate

Refernces

• 1、 -. "MDM2 DEGRADERS AND USES THEREOF". Paragraph 001860; 001861-001862. . Retrieved 2021/09/26.
• 2、 Wang, Dong-Hui,Hao, Xue-Shi,Wu, Di-Fu,Yu, Jin-Quan. "Palladium-catalyzed oxidation of Boc-protected N-methylamines with IOAc as the oxidant: A Boc-directed sp3 C-H bond activation". . p. 3387 - 3390. Retrieved 2007/10/03.