4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID
- Product Name
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID
- CAS No.
- 60547-92-4
- Chemical Name
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID
- Synonyms
- 2-(Benzyloxy)-5-carboxy-4-nitroansole;4-Benzyloxy-3-Methoxy-6-nitrobenzoic acid;4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID;2-Nitro-4-(benzyloxy)-5-methoxybenzoic acid;5-Methoxy-2-nitro-4-(phenylMethyloxy)benzoic acid;Benzoic acid, 5-Methoxy-2-nitro-4-(phenylMethoxy)-;2-(Benzyloxy)-5-carboxy-4-nitroansole, 5-(Benzyloxy)-2-carboxy-4-methoxynitroben;2-(Benzyloxy)-5-carboxy-4-nitroansole, 5-(Benzyloxy)-2-carboxy-4-methoxynitrobenzene
- CBNumber
- CB4707686
- Molecular Formula
- C15H13NO6
- Formula Weight
- 303.27
- MOL File
- 60547-92-4.mol
4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID Property
- Melting point:
- 192 °C
- Boiling point:
- 504.4±50.0 °C(Predicted)
- Density
- 1.362±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 2.34±0.25(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C15H13NO6/c1-21-13-7-11(15(17)18)12(16(19)20)8-14(13)22-9-10-5-3-2-4-6-10/h2-8H,9H2,1H3,(H,17,18)
- InChIKey
- VTHHRADLOLKTLD-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC(OC)=C(OCC2=CC=CC=C2)C=C1[N+]([O-])=O
Safety
- HS Code
- 2921490090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- B410985
- Product name
- 4-(Benzyloxy)-5-methoxy-2-nitrobenzoicAcid
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 4654-1-45
- Product name
- 4-(Benzyloxy)-5-methoxy-2-nitrobenzoic acid
- Packaging
- 250mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 4654-1-45
- Product name
- 4-(Benzyloxy)-5-methoxy-2-nitrobenzoic acid
- Packaging
- 1g
- Price
- $225
- Updated
- 2021/12/16
- Product number
- CHM0095193
- Product name
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $664.13
- Updated
- 2021/12/16
- Product number
- CHM0095193
- Product name
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $837.38
- Updated
- 2021/12/16
4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID Chemical Properties,Usage,Production
Uses
4-?(Benzyloxy)?-?5-?methoxy-?2-?nitrobenzoic Acid is a reagent used in the preparation of benzodiazepine-based β-glucoside prodrugs for use in cancer chemotherapy.
Synthesis
2426-84-8
60547-92-4
General procedure for the synthesis of 2-nitro-4-benzyloxy-5-methoxybenzoic acid from 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde: 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde (20 g, 69.62 mmol) was dissolved in acetone (200 mL), and preheated 10% potassium permanganate solution was added slowly at 30 °C. The reaction mixture was stirred at 50 °C for 2 h and then cooled to room temperature. Subsequently, the mixture was filtered through a diatomaceous earth pad and the filter cake was washed with acetone and a little hot water. The filtrate was concentrated under reduced pressure and cooled to 0°C. The concentrate was acidified to pH 4 with hydrochloric acid, stirred for 30 min and filtered to give a solid product of 2-nitro-4-benzyloxy-5-methoxybenzoic acid (18.5 g, 88% yield). The product was confirmed by NMR hydrogen spectrum (300 MHz, DMSO-d6): δ 13.58 (brs, 1H), 7.70 (s, 1H), 7.46-7.40 (m, 6H), 7.39 (s, 1H), 5.25 (s, 2H), 3.92 (s, 3H). Mass spectrum (ESI+, m/z): 304 [M+H]+.
References
[1] Patent: WO2012/30160, 2012, A2. Location in patent: Page/Page column 50
[2] Patent: WO2017/194960, 2017, A1. Location in patent: Page/Page column 187
[3] Patent: US4950674, 1990, A
[4] Farmaco, Edizione Scientifica, 1977, vol. 32, # 8, p. 579 - 591
[5] Tetrahedron Letters, 1986, vol. 27, # 10, p. 1149 - 1152
4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID manufacturers
- Product
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID 60547-92-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98.0%min
- Supply Ability
- 100kg
- Release date
- 2023-03-19
- Product
- 4-BENZYLOXY-5-METHOXY-2-NITRO-BENZOIC ACID 60547-92-4
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-09