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tert-Butyl 2-aminobenzoate

Product Name
tert-Butyl 2-aminobenzoate
CAS No.
64113-91-3
Chemical Name
tert-Butyl 2-aminobenzoate
Synonyms
TERT-BUTYL ANTHRANILATE;TERT-BUTYL 2-AMINOBENZOATE;N-butyl ortho aminobenzoate;tert-Butyl 2-aminobenzoate;tert-Butyl 2-aminobenzoate >=97.0%;tert-butyl 2-aminobenzoate - [B87144];H-2-Abz-OtBu(Tert-butyl 2-AMinobenzoate);Benzoic acid, 2-amino-, 1,1-dimethylethyl ester
CBNumber
CB2317593
Molecular Formula
C11H15NO2
Formula Weight
193.24
MOL File
64113-91-3.mol
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tert-Butyl 2-aminobenzoate Property

Melting point:
30°C
Boiling point:
284.1±13.0 °C(Predicted)
Density 
1.06 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.540
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
pka
2.17±0.10(Predicted)
color 
Pale Brown to Light Brown
BRN 
2936796
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38-43
Safety Statements 
26-36-36/37
WGK Germany 
3
10-21
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
10720
Product name
tert-Butyl 2-aminobenzoate
Purity
≥97.0%
Packaging
2.5g
Price
$209
Updated
2025/07/31
TRC
Product number
T205843
Product name
tert-Butyl 2-aminobenzoate
Packaging
5mg
Price
$50
Updated
2021/12/16
TRC
Product number
T205843
Product name
tert-Butyl 2-aminobenzoate
Packaging
50mg
Price
$100
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0124665
Product name
TERT-BUTYL 2-AMINOBENZOATE
Purity
95.00%
Packaging
2.5G
Price
$875.49
Updated
2021/12/16
Crysdot
Product number
CD12048461
Product name
tert-Butyl 2-aminobenzoate
Purity
95+%
Packaging
1g
Price
$49
Updated
2021/12/16
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tert-Butyl 2-aminobenzoate Chemical Properties,Usage,Production

Uses

tert-Butyl 2-Aminobenzoate is a useful reagent for preparing alkylamino quinazolinones.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 447, 1978 DOI: 10.1021/jo00397a015

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

55666-41-6

64113-91-3

The general procedure for the synthesis of tert-butyl 2-aminobenzoate from tert-butyl 2-nitrobenzoate was as follows: tert-butyl 2-nitrobenzoate (194.8 g, 0.873 mol) was dissolved in ethanol (2.5 L) in a 5 L Parr reactor, and Raney's nickel catalyst (72 g), which had been washed five times with ethanol, was added. The reaction system was degassed three times (evacuated and then filled with nitrogen). Subsequently, the system was pressurized with hydrogen (initial pressure 30 psi) and the hydrogen pressure was increased to 50 psi after 1.5 h. The reaction mixture was stirred overnight, during which time the system pressure was reduced to 30 psi and then pressurized again to 50 psi. Upon completion of the reaction (about one day), the mixture was filtered through diatomaceous earth, and the filtrate was concentrated by evaporation to afford the brown oily product tert-butyl 2-aminobenzoate (160.8 g, 95% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.82 (dd, 1H), 7.22 (ddd, 1H), 6.55-6.65 (m, 2H), 5.7 (br s, 1H), 1.58 (s, 9H).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 8, p. 2347 - 2350
[2] Patent: WO2004/18428, 2004, A1. Location in patent: Page 367
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 24, p. 7751 - 7767
[4] Journal of Organic Chemistry, 2013, vol. 78, # 18, p. 8966 - 8979
[5] Patent: WO2008/122667, 2008, A2. Location in patent: Page/Page column 53

tert-Butyl 2-aminobenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-Butyl 2-aminobenzoate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
tert-Butyl 2-aminobenzoate 64113-91-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-28

64113-91-3, tert-Butyl 2-aminobenzoateRelated Search:


  • TERT-BUTYL ANTHRANILATE
  • TERT-BUTYL 2-AMINOBENZOATE
  • H-2-Abz-OtBu(Tert-butyl 2-AMinobenzoate)
  • tert-Butyl 2-aminobenzoate >=97.0%
  • Benzoic acid, 2-amino-, 1,1-dimethylethyl ester
  • <i>tert</i>-Butyl 2-aminobenzoate
  • N-butyl ortho aminobenzoate
  • tert-butyl 2-aminobenzoate - [B87144]
  • 64113-91-3
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Aromatic Amino Acids