3-(N-Tert-butoxycarbonyl-N-methylamino)aniline

Base Information

• Chemical Name: 3-(N-Tert-butoxycarbonyl-N-methylamino)aniline
• CAS No.: 528882-16-8
• Molecular Formula: C12H18N2O2
• Molecular Weight: 222.287
• Hs Code.: 2922199090
• European Community (EC) Number: 871-484-6
• DSSTox Substance ID: DTXSID90467507
• Mol file: 528882-16-8.mol

Synonyms:528882-16-8;3-(N-TERT-BUTOXYCARBONYL-N-METHYLAMINO)ANILINE;tert-butyl (3-aminophenyl)(methyl)carbamate;tert-butyl N-(3-aminophenyl)-N-methylcarbamate;MFCD13677178;3-(N-Boc-N-methylamino)aniline;(3-Aminophenyl)methylcarbamicacidtert-butylester;SCHEMBL3910121;(3-amino-phenyl)-methyl-carbamic acid tert-butyl ester;DTXSID90467507;QCTXBRCQBZFXDX-UHFFFAOYSA-N;AKOS010549806;CS-W007148;N1-Boc-N1-methylbenzene-1,3-diamine;DS-14094;SY317195;tert-butyl 3-aminophenyl(methyl)carbamate;tert-butyl(3-aminophenyl)(methyl)carbamate;FT-0767166;W17698;EN300-6729491;J-501128;Z802628700

Chemical Property of 3-(N-Tert-butoxycarbonyl-N-methylamino)aniline

Chemical Property:

• Boiling Point: 347.824 °C at 760 mmHg
• Flash Point: 164.158 °C
• PSA: 55.56000
• Density: 1.116 g/cm³
• LogP: 3.22130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 222.136827821
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

98%Min ^*data from raw suppliers

N-Methylbenzene-1,3-diamine, N-Boc protected 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(N-Tert-butoxycarbonyl-N-methylamino)aniline

There total 5 articles about 3-(N-Tert-butoxycarbonyl-N-methylamino)aniline 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%

N-methyl-(3-nitrophenyl)carbamic acid tert-butyl ester (528882-15-7) → (3-amino-phenyl)-methyl-carbamic acid tert-butyl ester (528882-16-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm051219x

Reference yield:

tert-butyl (3-nitrophenyl)carbamate (18437-64-4) → (3-amino-phenyl)-methyl-carbamic acid tert-butyl ester (528882-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / 20 °C

1.2: 88 percent / dimethylformamide / 2 h / 20 °C

2.1: 99 percent / H₂ / Pd/C / methanol; tetrahydrofuran

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm051219x

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3-amino-phenyl)-methyl-carbamic acid tert-butyl ester (528882-16-8)

Guidance literature:

Multi-step reaction with 3 steps

1: tert-butyl alcohol / 20 h / 60 °C

2: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 19 h / 20 °C

With hydrogen; caesium carbonate; palladium 10% on activated carbon; In methanol; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

N-methyl-(3-nitrophenyl)carbamic acid tert-butyl ester

isocyanic acid (3-nitro-phenyl) ester

tert-butyl (3-nitrophenyl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl methyl{3-[(trifluoroacetyl)amino]phenyl}carbamate

tert-butyl 3-(5-amino-6-(dibenzylamino)pyrimidin-4-ylamino)phenyl(methyl)carbamate

tert-butyl 3-(6-(dibenzylamino)-8-oxo-7H-purin-9(8H)-yl)phenyl(methyl)carbamate

tert-butyl 3-(6-amino-8-oxo-7H-purin-9(8H)-yl)phenyl(methyl)carbamate

Refernces

• 1、 Mehndiratta, Samir,Lin, Mei-Hsiang,Wu, Yi-Wen,Chen, Chun-Han,Wu, Tung-Yun,Chuang, Kuo-Hsiang,Chao, Min-Wu,Chen, Yi-Ying,Pan, Shiow-Lin,Chen, Mei-Chuan,Liou, Jing-Ping. "N-alkyl-hydroxybenzoyl anilide hydroxamates as dual inhibitors of HDAC and HSP90, downregulating IFN-γ induced PD-L1 expression". . . Retrieved 2019/10/28.
• 2、 -. "BENZODIAZEPINE DERIVATIVES AS CCK2/GASTRIN RECEPTOR ANTAGONISTS". Page/Page column 59; 64; 65. . Retrieved 2016/03/26.