3-Amino-2-butenoic acid ethyl ester
- Product Name
- 3-Amino-2-butenoic acid ethyl ester
- CAS No.
- 7318-00-5
- Chemical Name
- 3-Amino-2-butenoic acid ethyl ester
- Synonyms
- ETHYL 3-AMINOCROTONATE;Ethyl (E)-3-aminobut-2-enoate;Ethyl β-aminobutenate;ETHYL B-IMINOBUTYRATE;Ethyl 3-Amino-2-butanol;ETHYL 3-AMINO-2-BUTENOATE;ETHYL BETA-AMINOCROTONATE;Ethyl 3-Amino-2-butanol 3;Ethyl3-Amino-2-butenoate>3-Amino-2-butenoic acid ethyl
- CBNumber
- CB7667095
- Molecular Formula
- C6H11NO2
- Formula Weight
- 129.16
- MOL File
- 7318-00-5.mol
3-Amino-2-butenoic acid ethyl ester Property
- Melting point:
- 33-35 °C(lit.)
- Boiling point:
- 210-215 °C(lit.)
- Density
- 1.022 g/mL at 25 °C(lit.)
- refractive index
- 1.5-1.502
- Flash point:
- 207 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Chloroform, Methanol
- form
- Low Melting Solid or Liquid
- pka
- 5.32±0.70(Predicted)
- color
- Slightly yellow
- InChI
- InChI=1S/C6H11NO2/c1-3-9-6(8)4-5(2)7/h4H,3,7H2,1-2H3
- InChIKey
- YPMPTULBFPFSEQ-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C=C(N)C
- CAS DataBase Reference
- 7318-00-5(CAS DataBase Reference)
- NIST Chemistry Reference
- 2-Butenoic acid, 3-amino-, ethyl ester(7318-00-5)
Safety
- Hazard Codes
- C
- Risk Statements
- 34-36/37
- Safety Statements
- 26-27-28-36/37/39-45-24/25
- RIDADR
- UN 3263 8/PG 2
- WGK Germany
- 3
- HS Code
- 29224999
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- E0709
- Product name
- Ethyl 3-Amino-2-butenoate
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $87
- Updated
- 2025/07/31
- Product number
- E898080
- Product name
- Ethyl 3-aminocrotonate
- Packaging
- 25g
- Price
- $135
- Updated
- 2021/12/16
- Product number
- 449065
- Product name
- Ethyl 3-Aminocrotonate
- Packaging
- 25g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- 46072
- Product name
- Ethyl 3-aminocrotonate
- Packaging
- 100g
- Price
- $650
- Updated
- 2021/12/16
- Product number
- JK118900
- Product name
- 3-Amino-2-butenoicacidethylester
- Purity
- 99%
- Packaging
- 500g
- Price
- $153
- Updated
- 2021/12/16
3-Amino-2-butenoic acid ethyl ester Chemical Properties,Usage,Production
Chemical Properties
Slightly yellow low melting solid or liquid
Uses
Ethyl 3-Aminocrotonate is used as a reagent to synthesize Nitrendipine (N490150), a calcium channel antagonist that is used to treat patients with hypertension. Ethyl 3-Aminocrotonate is also used as a reagent to synthesize (S)-Felodipine (F232370), a calcium entry blocker that has antihypertensive properties.
Synthesis
141-97-9
626-34-6
General procedure for the synthesis of ethyl 3-aminocrotonate from ethyl acetoacetate: β-keto ester (1.0 eq.), ammonium acetate (3.0 eq.), and acetic acid (dropwise) were dissolved in dry toluene (6 mL) in a 10 mL reaction glass vial containing a stirring magnet and a molecular sieve. The vial was tightly sealed with an Aluminum-Teflon convoluted cap and the mixture was microwaved at 140 °C for 20 min at 60 W power. After completion of the reaction, it was cooled to 50 °C by gas injection. The crude reaction mixture was partitioned between ethyl acetate (15 mL) and saturated sodium bicarbonate solution (15 mL), and the aqueous layer was extracted with ethyl acetate (3 x 15 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by rapid chromatography on silica gel.Synthesis of ethyl 3-aminobut-2-enoate (6a): ethyl 3-(2-fluorophenyl)-3-oxopropanoate 5a (1.0 eq.), ammonium acetate (4.0 eq.), and acetic acid (7 drops) were reacted under the above conditions. Rapid chromatographic purification using hexane/ethyl acetate (80:20 to 70:30) as eluent gave an analytically pure product in 89% yield.1H NMR (CDCl3, 300 MHz) δ (ppm): 1.24 (t, 3H, J=7.36 Hz), 3.51 (s, 3H), 4.09 (q, 2H, J=7.28 Hz). 4.60 (s, 1H).
References
[1] Comptes Rendus Chimie, 2011, vol. 14, # 5, p. 511 - 515
[2] Patent: WO2012/147103, 2012, A2. Location in patent: Page/Page column 7
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1986, vol. 35, p. 1438 - 1442
[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1986, # 7, p. 1586 - 1592
[5] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 946 - 960
3-Amino-2-butenoic acid ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
3-Amino-2-butenoic acid ethyl ester Suppliers
- Tel
- +86-29-88665278 18392371173
- sales@vedachem.com
- Country
- China
- ProdList
- 50
- Advantage
- 58
- Tel
- 021-021-69182866 13701855675
- Fax
- 021-69182022
- tongyuanchem@126.com
- Country
- China
- ProdList
- 4193
- Advantage
- 58
- Tel
- 027-59206672 18327059871
- service@yunmeichem.com
- Country
- China
- ProdList
- 4956
- Advantage
- 58
- Tel
- 0527-81083685 18602515822
- Fax
- 0086-527-84450055
- info@egchemical.com
- Country
- China
- ProdList
- 78
- Advantage
- 65
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 18515581800 18501085097
- Fax
- 010-89508210
- sales.bj@hwrkchemical.com
- Country
- China
- ProdList
- 9400
- Advantage
- 55
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
View Lastest Price from 3-Amino-2-butenoic acid ethyl ester manufacturers
- Product
- 3-Amino-2-butenoic acid ethyl ester 7318-00-5
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-05
- Product
- 3-Amino-2-butenoic acid ethyl ester 7318-00-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-10
- Product
- Ethyl 3-aminocrotonate 7318-00-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-04-15