tert-Butyl (3-aminophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (3-aminophenyl)carbamate
• CAS No.: 68621-88-5
• Molecular Formula: C11H16N2O2
• Molecular Weight: 208.26
• Hs Code.: 2924299090
• European Community (EC) Number: 626-915-0
• DSSTox Substance ID: DTXSID20512150
• Wikidata: Q72440528
• Mol file: 68621-88-5.mol

Synonyms:68621-88-5;N-Boc-m-phenylenediamine;tert-Butyl (3-aminophenyl)carbamate;tert-butyl N-(3-aminophenyl)carbamate;tert-butyl 3-aminophenylcarbamate;(3-Aminophenyl)carbamic acid tert-butyl ester;MFCD06657915;N-(3-aminophenyl)carbamic acid tert-butyl ester;tert-butyl(3-aminophenyl)carbamate;3-(tert-Butoxycarbonylamino)aniline;(3-amino-phenyl)-carbamic acid tert-butyl ester;boc-m-phenylenediamine;Carbamic acid, (3-aminophenyl)-, 1,1-dimethylethyl ester;3-(Boc-amino)aniline;n-boc-1,3-phenylenediamine;SCHEMBL656043;tertbutyl 3-aminophenylcarbamate;1-N-Boc-1,3-phenylenediaminer;3-tert-butoxycarbonylaminoaniline;DTXSID20512150;IEUIEMIRUXSXCL-UHFFFAOYSA-N;AMY31428;BCP11896;CS-D1252;tert.butyl (3-aminophenyl)carbamate;AKOS000163685;SS-6000;AC-29974;SY030144;1,1-dimethylethyl (3-aminophenyl)carbamate;B4222;FT-0649593;EN300-64370;N-(tert-Butoxycarbonyl)-1,3-phenylenediamine;N-Boc-m-phenylenediamine, >=98.0% (HPLC);(3-aminophenyl)-carbamic acid tert-butyl ester;N-(3-aminophenyl)carbamic acid tert butyl ester;A836201;A891030;J-501127

Chemical Property of tert-Butyl (3-aminophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 109-110℃ (dichloromethane )
• Refractive Index: 1.583
• Boiling Point: 295.142 °C at 760 mmHg
• PKA: 13.57±0.70(Predicted)
• Flash Point: 132.297 °C
• PSA: 64.35000
• Density: 1.152 g/cm³
• LogP: 3.27000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: slightly sol. in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 208.121177757
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

99%, ^*data from raw suppliers

N-Boc-m-Phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC(=C1)N
• Uses: N-Boc-m-phenylenediamine (tert-Butyl-3-aminophenylcarbamate) may be used in the preparation of:5,5′-(propane-2,2-diyl)bis(N-(3-aminophenyl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxamide)ethyl 4-[{3-[(tert-butoxycarbonyl)amino]phenyl}amino]-2-chloropyrimidine-5-carboxylateethyl 4-(3-(tert-butoxycarbonyl)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

Technology Process of tert-Butyl (3-aminophenyl)carbamate

There total 11 articles about tert-Butyl (3-aminophenyl)carbamate 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: 100.0%

tert-butyl (3-nitrophenyl)carbamate (18437-64-4) → (3-aminophenyl)carbamic acid tert-butyl ester (68621-88-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 25 ℃; for 6h; under 2280 Torr;

DOI:10.1016/S0040-4039(00)61485-5

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → (3-aminophenyl)carbamic acid tert-butyl ester (68621-88-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 18h; Cooling with ice;

DOI:10.1016/j.ejmech.2018.09.024

Reference yield: 93.0%

[3-(2-trimethylsilanylethoxycarbonylamino)phenyl]carbamic acid tert-butyl ester (1257310-85-2) → (3-aminophenyl)carbamic acid tert-butyl ester (68621-88-5)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 45 ℃; for 8h;

DOI:10.1016/j.tetlet.2010.08.100

upstream raw materials:

tert-butyl (3-nitrophenyl)carbamate

m-phenylenediamine dihydrochloride

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

di-tert-butyl dicarbonate

Downstream raw materials:

N-octadecyl-N'-(tert-butyloxycarbonyl)-1,3-diaminobenzene

2-[3-(tert-butoxycarbonylamino)phenylamino]-4,6-dichloro-1,3,5-triazine

[3-(5-phenyl-pentylamino)-phenyl]-carbamic acid tert-butyl ester

N-(3-Amino-phenyl)-N-(4-tert-butyl-benzyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-benzamide

Refernces

• 1、 Zhang, Lei,Qu, Zhipeng,Wu, Jianping,Yao, Shining,Zhang, Qingqing,Zhang, Tao,Mo, Lian,Yao, Qizheng,Xu, Ying,Chen, Ruihuan. "SARs of a novel series of s-triazine compounds targeting vimentin to induce methuotic phenotype". . . Retrieved 2021/02/09.
• 2、 Chen, Yu,Lei, Zhimei,Liu, Jie,Sun, He-Lue,Xing, Li-Juan,Yu, Haitao,Zhang, Xin. "Various located urea and schiff-base bifunctional derivatives: Their gelation and Zn2+ sensing behaviors". . . Retrieved 2020/09/16.