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(2-Amino-phenyl)-carbamic acid tert-butyl ester

(2-Amino-phenyl)-carbamic acid tert-butyl ester Structure
(2-Amino-phenyl)-carbamic acid tert-butyl ester structure
CAS No.
146651-75-4
Chemical Name:
(2-Amino-phenyl)-carbamic acid tert-butyl ester
Synonyms
tert-Butyl (2-aminophenyl)carbamate;N-BOC-1,2-phenylenediamine;TIMTEC-BB SBB000475;2-(Boc-amino)aniline;N-Boc-1,2-phenyldiamine;N-BOC-1,2-DIAMINOBENZENE;N-B0C-1,2-PHENYLENEDIAMINE;N-Boc-1,2-phenylenediamine;2-(tert-Butoxycarbonylamino)aniline;N-tert-Butoxycarbonyl-o-phenylenediaMine
CBNumber:
CB3458068
Molecular Formula:
C11H16N2O2
Molecular Weight:
208.26
MDL Number:
MFCD02169707
MOL File:
146651-75-4.mol
MSDS File:
SDS
Last updated:2026-09-12 18:52:03
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(2-Amino-phenyl)-carbamic acid tert-butyl ester Properties

Melting point 109-114 °C
Boiling point 280.6±23.0 °C(Predicted)
Density 1.152±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 13.47±0.70(Predicted)
color Light Yellow
InChI InChI=1S/C11H16N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h4-7H,12H2,1-3H3,(H,13,14)
InChIKey KCZFBLNQOSFGSH-UHFFFAOYSA-N
SMILES C(OC(C)(C)C)(=O)NC1=CC=CC=C1N
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  22-43
Safety Statements  36/37
WGK Germany  3
HS Code  2921490090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Skin Sens. 1

(2-Amino-phenyl)-carbamic acid tert-butyl ester price More Price(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 681687 N-Boc-1,2-phenylenediamine 95% 146651-75-4 250mg $66.1 2023-06-20 Buy
Sigma-Aldrich 681687 N-Boc-1,2-phenylenediamine 95% 146651-75-4 1g $119 2023-06-20 Buy
TCI Chemical B4238 N-(tert-Butoxycarbonyl)-1,2-phenylenediamine >98.0%(HPLC)(T) 146651-75-4 1g $61 2026-04-30 Buy
TCI Chemical B4238 N-(tert-Butoxycarbonyl)-1,2-phenylenediamine >98.0%(HPLC)(T) 146651-75-4 5g $198 2026-04-30 Buy
Usbiological 262847 N-Boc-1,2-phenyldiamine ≥98% 146651-75-4 1g $276 2026-06-03 Buy
Product number Packaging Price Buy
681687 250mg $66.1 Buy
681687 1g $119 Buy
B4238 1g $61 Buy
B4238 5g $198 Buy
262847 1g $276 Buy

(2-Amino-phenyl)-carbamic acid tert-butyl ester Chemical Properties, Uses, Production

Chemical Properties

White Solid

Uses

Protected 1,2-Phenyldiamine, an intermediate in the synthesis of histone deacetylase agents and antitumor agents.

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

o-Phenylenediamine

95-54-5

(2-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER

146651-75-4

General procedure for the synthesis of tert-butyl 2-aminophenylcarbamate from di-tert-butyl dicarbonate and o-phenylenediamine: 1. In a dry reaction flask, o-phenylenediamine (22 g, 200 mmol) and triethylamine (30 mL) were dissolved in THF (150 mL) and stirred until completely dissolved. 2. Prepare a solution by dissolving di-tert-butyl dicarbonate (44 g, 200 mmol) in THF (50 mL). 3. Slowly add the di-tert-butyl dicarbonate solution prepared in step 2 dropwise to the solution in step 1 at room temperature, keeping stirring during the dropwise addition. 4. after the dropwise addition, continue to stir the reaction mixture at room temperature for 15 hours. 5. upon completion of the reaction, the reaction mixture was concentrated to remove most of the solvent. 6. Ethyl acetate was added to the concentrated mixture and the resulting white solid was collected by filtration. 7. 7. The collected solid was dried under reduced pressure to give 21 g tert-butyl 2-aminophenylcarbamate. 8. The filtrate was further concentrated to give another solid which was filtered with ethyl acetate and dried, again under reduced pressure, to give 11 g of tert-butyl 2-aminophenylcarbamate. 9. The two obtained products were combined to give an overall yield of 76%. Product characterization: 1H-NMR (400 MHz, DMSO-d6) δ 1.48 (s, 9H), 4.84 (s, 2H), 6.55 (td, J = 7.6, 1.4 Hz, 1H), 6.70 (dd, J = 7.6, 1.3 Hz, 1H), 6.86 (td, J = 7.6, 1.5 Hz, 1H), 7.20 (d, J = 7.6 Hz, 1H), 8.30 (br s, 1H).

Purification Methods

Purify the ester by crystallisation from CHCl3/hexane (1:1, v/v) and dry it in vacuo. [Seto et al. J Am Chem Soc 115 1321 1993, Seto et al. J Am Chem Soc 127 11442 2005.]

References

[1] Research on Chemical Intermediates, 2017, vol. 43, # 3, p. 1355 - 1363
[2] Comptes Rendus Chimie, 2010, vol. 13, # 5, p. 544 - 547
[3] Journal of the Chilean Chemical Society, 2013, vol. 58, # 1, p. 1619 - 1623
[4] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322
[5] RSC Advances, 2016, vol. 6, # 82, p. 78576 - 78584

(2-Amino-phenyl)-carbamic acid tert-butyl ester Preparation Products And Raw materials

Raw materials

o-Phenylenediamine tert-butyl 2-nitrophenylcarbamate Carbonic acid, (cyanophenylmethyl)azanyl 1,1-dimethylethyl ester Di-tert-butyl dicarbonate (Cyano-phenyl-methyl)-carbamic acid tert-butyl ester
Tetrahydrofuran Triethylamine

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Preparation Products

Tacedinaline

(2-Amino-phenyl)-carbamic acid tert-butyl ester Suppliers

Global Suppliers ( 165)
Supplier Tel Email Country ProdList Advantage
Zhengzhou kangnuochenrui Chemical Technology Co.,Ltd 18210788515; 18210788515 zhuzixin999@163.c0m China 4999 55
Suzhou Highfine Biotech Co., Ltd 0512-69209928 18796809688 zhouyingxiang@highfine.com China 1846 58
Anhui Yongsheng Pharmaceutical Technology Co., Ltd 3307 18017383231 983544897@qq.com China 941 58
Shanghai Jingfu Biotechnology Co., LTD 0598-5859955 13313739955 sales@jingfubio.com China 30 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
PharmaBlock Sciences (Nanjing),Inc. 025-86918202 4000255188 sales@pharmablock.com China 5000 55
Shanghai Targsense Scientific Co., Ltd. 18916626092 targsense@qq.com China 110 65
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Supplier Advantage
Zhengzhou kangnuochenrui Chemical Technology Co.,Ltd 55
Suzhou Highfine Biotech Co., Ltd 58
Anhui Yongsheng Pharmaceutical Technology Co., Ltd 58
Shanghai Jingfu Biotechnology Co., LTD 58
J & K SCIENTIFIC LTD. 76
PharmaBlock Sciences (Nanjing),Inc. 55
Shanghai Targsense Scientific Co., Ltd. 65
TCI (Shanghai) Development Co., Ltd. 81
Beijing HwrkChemical Technology Co., Ltd 55
Energy Chemical 61

View Latest Price from (2-Amino-phenyl)-carbamic acid tert-butyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER pictures 2020-01-03 (2-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
146651-75-4
 $1.00 1KG 99% 100KG Career Henan Chemical Co

(2-Amino-phenyl)-carbamic acid tert-butyl ester Spectrum

(2-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(146651-75-4)1HNMR

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CarbaMic acid, N-(2-aMinophenyl)-, 1,1-diMethylethyl ester N-(2-AMinophenyl)carbaMic Acid 1,1-DiMethylethyl Ester N-tert-Butoxycarbonyl-o-phenylenediaMine N-(tert-Butoxycarbonyl)-1,2-phenylenediamine TIMTEC-BB SBB000475 N-BOC-1,2-DIAMINOBENZENE N-B0C-1,2-PHENYLENEDIAMINE Carbamic acid, (2-aminophenyl)-, 1,1-dimethylethyl ester (9CI) N-BOC-1,2-phenylenediamine (2-Aminophenyl)-carbamic acid tert-butyl ester, Mono-N-Boc-o-phenylenediamine N-Boc-1,2-phenyldiamine N-(2-aminophenyl)carbamic acid tert-butyl ester N-(tert-Butoxycarbonyl)-1,2-phenylenediamine > 2-(Boc-amino)aniline 2-(tert-Butoxycarbonylamino)aniline (2-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER ISO 9001：2015 REACH (2-AMINO-PHENYL)-CARBAMtert-Butyl (2-aminophenyl)carbamateC ACID TERT-BUTYL ESTER 1,1-Dimethylethyl N-(2-aminophenyl)carbamate N-Boc-1,2-phenylenediamine tert-Butyl (2-aminophenyl)carbamate (2-Amino-phenyl)-carbamic acid tert-butyl ester 146651-75-4 Organic Building Blocks Nitrogen Compounds Protected Amines Building Blocks Aromatics Intermediates N-BOC Amines Aromatic Building Blocks