4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER
- Product Name
- 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER
- CAS No.
- 7149-03-3
- Chemical Name
- 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER
- Synonyms
- NSC 51689;BUTTPARK 41\01-29;ETHYL 4-AMINO-3-BROMOBENZOATE;Ethyl-3-broMo-4-aMino benzoate;4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER;Benzoic acid, 4-amino-3-bromo-, ethyl ester
- CBNumber
- CB9484551
- Molecular Formula
- C9H10BrNO2
- Formula Weight
- 244.09
- MOL File
- 7149-03-3.mol
4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER Property
- Melting point:
- 90-92 °C
- Boiling point:
- 345.2±22.0 °C(Predicted)
- Density
- 1.503±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- 0.44±0.10(Predicted)
- Appearance
- White to off-white Solid
Safety
- HS Code
- 2922498590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- E899873
- Product name
- Ethyl4-Amino-3-bromobenzoate
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- E899873
- Product name
- Ethyl4-Amino-3-bromobenzoate
- Packaging
- 1g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- OR912848
- Product name
- Ethyl4-amino-3-bromobenzoate
- Purity
- 95%
- Packaging
- 5g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- FA51231
- Product name
- 4-Amino-3-bromo-benzoic acid ethyl ester
- Packaging
- 2g
- Price
- $137.3
- Updated
- 2021/12/16
- Product number
- OR912848
- Product name
- Ethyl4-amino-3-bromobenzoate
- Purity
- 95%
- Packaging
- 1g
- Price
- $37
- Updated
- 2021/12/16
4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER Chemical Properties,Usage,Production
Synthesis
94-09-7
7149-03-3
General procedure for the synthesis of ethyl 3-bromo-4-aminobenzoate from ethyl 4-aminobenzoate: ethyl 4-aminobenzoate (10 g, 61 mmol) was dissolved in DMF (150 mL) under cooling conditions in an ice bath. Subsequently, N-bromosuccinimide (NBS, 10.8 g, 61 mmol) was added in batches and stirred continuously at the same temperature for 30 min. Upon completion of the reaction, the ice bath was removed and the reaction mixture was allowed to continue stirring at room temperature overnight (~18 hours). The reaction mixture was poured into water (500 mL) and the precipitate was collected by filtration. The resulting orange solid was washed with water (50 mL x 2) and recrystallized by ethanol to give the light yellow crystalline product ethyl 3-bromo-4-aminobenzoate (13.3 g, 91% yield). The product was detected by thin layer chromatography (TLC) with an Rf value of 0.38 (Expander ratio: petroleum ether:ethyl acetate=5:1). The melting point was 86-88°C. 1H-NMR (CDCl3, 300MHz) δ: 8.07 (s, 1H), 7.79 (t, J = 11.55Hz, 1H), 6.70 (d, J = 8.10Hz, 1H), 4.58 (br, 2H), 4.37 (dd, J = 6.6Hz, J = 6.6Hz, 2H), 1.34 ( t, J = 7.2 Hz, 3H).
References
[1] Journal of the American Chemical Society, 2002, vol. 124, # 19, p. 5350 - 5364
[2] European Journal of Organic Chemistry, 2010, # 24, p. 4662 - 4670
[3] Tetrahedron Letters, 2012, vol. 53, # 39, p. 5248 - 5252
[4] Patent: US2005/282825, 2005, A1. Location in patent: Page/Page column 8
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7360 - 7377
4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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