ChemicalBook > CAS DataBase List > BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER

BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER

Product Name
BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER
CAS No.
57113-90-3
Chemical Name
BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER
Synonyms
3-nitro-, methyl ester;Azilsartan Impurity 51;Azilsartan Impurity 95;Azilsartan Impurity 133;Methyl 2-(Boc-amino)-3-nitrobenzoate;METHYL-2-[(T-BOC)-AMINO]-3-NITROBENZOATE;methyl 2-(tert-butoxycarbonyl)-3-nitrobenzoate;2-(Boc-amino)-3-nitrobenzoic Acid Methyl Ester;2-tertbutoxycarbonylmino-3-nitrobenzoate methyl;Methyl 2-[(tert-butoxycarbonyl)aMino]-3-nitroben
CBNumber
CB2784463
Molecular Formula
C13H16N2O6
Formula Weight
296.28
MOL File
57113-90-3.mol
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BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER Property

Melting point:
104.0 to 108.0 °C
Boiling point:
376.9±32.0 °C(Predicted)
Density 
1.298±0.06 g/cm3(Predicted)
storage temp. 
Store at room temperature
solubility 
Dichloromethane
form 
Solid
pka
11.96±0.70(Predicted)
color 
Yellow
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Safety

HS Code 
2922.49.3700
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
M2797
Product name
Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate
Purity
>98.0%(GC)
Packaging
5g
Price
$194
Updated
2025/07/31
TCI Chemical
Product number
M2797
Product name
Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate
Purity
>98.0%(GC)
Packaging
25g
Price
$581
Updated
2025/07/31
TRC
Product number
M330010
Product name
Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate
Packaging
500mg
Price
$1320
Updated
2021/12/16
TRC
Product number
M330010
Product name
Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate
Packaging
50mg
Price
$165
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0151563
Product name
BENZOICACID, 2-(((1,1-DIMETHYLETHOXY)CARBONYL)AMINO)-3-NITRO-METHYL ESTER
Purity
95.00%
Packaging
500MG
Price
$1963.5
Updated
2021/12/16
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BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER Chemical Properties,Usage,Production

Chemical Properties

Yellow Solid

Uses

Intermediate in the synthesis of nonpeptide angiotensin II receptor antagonists.

Synthesis

21606-04-2

121-44-8

75-65-0

57113-90-3

Methyl 3-nitro-2-carboxybenzoate (164 kg) was used as a raw material and dissolved in dimethylformamide (DMF, 242 kg). Diphenylphosphoryl azide (DPPA, 204 kg) was added to the solution at room temperature, followed by the slow dropwise addition of triethylamine (87 kg) while controlling the reaction temperature between 20 and 35 °C. After the reaction mixture was stirred at 20 to 30 °C for about 3 hours, tert-butanol (930 kg) was added. Subsequently, the reaction temperature was raised to 85 to 90 °C over a period of 3 to 5 hours and stirred and refluxed at this temperature for 1 to 2 hours. Upon completion of the reaction, the reaction solution was cooled and concentrated. The concentrated residue was dissolved in ethyl acetate (1400 L) and washed sequentially with a mixture of 15% hydrochloric acid (160 L) and water (1890 L), water (660 L), 5% aqueous sodium bicarbonate (1100 kg), and water (660 L). The organic layer was concentrated under reduced pressure to give a crude product. The crude product was dissolved in methanol (300 kg), crystalline seed (15 kg) and additional methanol (450 kg) were added and heated to 50-60 °C to dissolve it completely. Subsequently cooled, the precipitated crystals were separated and washed with cold methanol (100 L) and dried to give methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate (BAN, 187.0 kg, 86% yield). The mother liquor and washings were concentrated under reduced pressure and cooled, and the precipitated crystals were separated by centrifugation, washed with cold methanol and dried to give a second batch of BAN crystals. The product was analyzed by 1H-NMR (200 MHz, CDCl3) and IR (KBr) to confirm the structure.

References

[1] Patent: EP1420016, 2004, A1. Location in patent: Page 31-32

BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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China
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TCI (Shanghai) Development Co., Ltd.
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View Lastest Price from BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER 57113-90-3
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-24
PNP Biotech Co. Ltd
Product
Methyl 2-((tert-butoxycarbonyl)-amino)-3-nitrobenzoate 57113-90-3
Price
US $0.00/KG
Min. Order
25KG
Purity
98%-99%
Supply Ability
Inquiry
Release date
2022-10-21
Jiangsu Boquan Biotechnology Co., Ltd.
Product
BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER 57113-90-3
Price
US $58.30/g
Min. Order
50g
Purity
99%
Supply Ability
1kg
Release date
2023-02-21

57113-90-3, BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTERRelated Search:


  • Methyl 2- (1,1-diMethylethoxy)carbonyl -3-nitrobenzoate
  • Methyl 2-[(tert-butoxycarbonyl)aMino]-3-nitroben
  • Methyl 2-(<i>tert</i>-Butoxycarbonylamino)-3-nitrobenzoate
  • METHYL-2-[(T-BOC)-AMINO]-3-NITROBENZOATE
  • METHYL 2-([(1,1-DIMETHYLETHOXY)CARBONYL]AMINO)-3-NITROBENZOATE
  • BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER
  • Methyl-2-(tert-butoxy carbonyl amino)-3-nitro benzoate
  • 3-nitro-, methyl ester
  • Benzoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-
  • methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate
  • 2-[[(1,1-DiMethylethoxy)carbonyl]aMino]-3-nitrobenzoic Acid Methyl Ester
  • 2-([(1,1-Dimethylethoxy)Carbonyl]Amino)-3-Nitrobenzoate
  • Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-nitrobenzoate
  • methyl 2-(tert-butoxycarbonyl)-3-nitrobenzoate
  • 2-tertbutoxycarbonylmino-3-nitrobenzoate methyl
  • 2-(Boc-amino)-3-nitrobenzoic Acid Methyl Ester
  • 2-(tert-Butoxycarbonylamino)-3-nitrobenzoic Acid Methyl Ester
  • Methyl 2-(Boc-amino)-3-nitrobenzoate
  • Azilsartan Impurity 51
  • Methyl-2-[Tert-butoxycarbonyl amino-3-nitrobenzoate]- (CAN2)
  • TIANFU-CHEM - BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER
  • Azilsartan Impurity 95
  • Methyl 2- (tert butoxy-2-formamide) -3-nitrobenzoate
  • Methyl2-(tert-butoxy-2-carboxamido)-3-nitrobenzoate
  • Azilsartan Impurity 133
  • 57113-90-3
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals