2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER
- Product Name
- 2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER
- CAS No.
- 54535-22-7
- Chemical Name
- 2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER
- Synonyms
- DIETHYL 2-(ANILINOMETHYLENE)MALONATE;diethyl 2-(anilinomethylene)propanedioate;ANILINOMETHYLENEMALONIC ACID DIETHYL ESTER;diethyl 2-((phenylamino)methylene)malonate;2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER;Propanedioic acid, 2-[(phenylaMino)Methylene]-, 1,3-diethyl ester;Propanedioic acid,2-[(phenylamino)methylene]-, 1,3-diethyl ester (Related Reference)
- CBNumber
- CB6112361
- Molecular Formula
- C14H17NO4
- Formula Weight
- 263.29
- MOL File
- 54535-22-7.mol
2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER Property
- Melting point:
- 94-95 °C
- Boiling point:
- 334.2±42.0 °C(Predicted)
- Density
- 1.171±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- form
- solid
- pka
- -0.80±0.70(Predicted)
- color
- orange
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 7894AB
- Product name
- Diethyl2-((phenylamino)methylene)malonate
- Packaging
- 100mg
- Price
- $83
- Updated
- 2021/12/16
- Product number
- 7894AB
- Product name
- Diethyl2-((phenylamino)methylene)malonate
- Packaging
- 1g
- Price
- $117
- Updated
- 2021/12/16
- Product number
- 300785
- Product name
- 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
- Packaging
- 250mg
- Price
- $170.5
- Updated
- 2021/12/16
- Product number
- 300785
- Product name
- 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
- Packaging
- 1g
- Price
- $473
- Updated
- 2021/12/16
- Product number
- 300785
- Product name
- 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
- Packaging
- 5G
- Price
- $1650
- Updated
- 2021/12/16
2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER Chemical Properties,Usage,Production
Synthesis
62-53-3
87-13-8
54535-22-7
Aniline (2.733 mL, 29.99 mmol) was mixed with diethyl ethoxymethylenemalonate (6.063 mL, 30.00 mmol) and the reaction was stirred at 120-130 °C for 16.5 hours. The progress of the reaction was monitored by thin-layer chromatography (TLC, unfolding agent was ethyl acetate:cyclohexane=1:1) to confirm that the reaction was complete (disappearance of the raw material point and appearance of a new UV-active point with an Rf value of 0.84). Upon completion of the reaction, the reaction solution was cooled to room temperature to afford the intermediate diethyl 2-phenylaminomethylene-malonate (35) as a dark yellow crystalline solid (7.899 g, quantitative yield). The melting point of the compound was 36-37 °C. High-resolution mass spectrometry (HRMS-EI) analysis showed that the measured value of [M]+ was 263.11531, which was consistent with the theoretical value of C14H17NO4 (263.11521). IR spectra (thin-film method, cm-1): 3265, 3184 (weak, NH stretching vibration), 3050 (weak, aryl ring C-H stretching vibration), 2981, 2936, 2904, 2871 (medium-strong, alkyl C-H stretching vibration), 1717 (strong, intramolecular hydrogen bonding C=O conjugated to C=C), 1691 (strong, C=C-NH), 1655 ( strong, C=N-), 1623 (strong, aryl ring conjugation C=C), 1255 (strong, C-N stretching vibration). NMR hydrogen spectrum (500 MHz, CD3CN): δ 1.31 (3H, triple peak, J=7.1 Hz, CH3), 1.32 (3H, triple peak, J=7.2 Hz, CH3), 4.19 (2H, quadruple peak, J=7.2 Hz, CH2), 4.25 (2H, quadruple peak, J=7.1 Hz, CH2), 7.16 (1H triple peak, J=7.4 Hz, para-ArH), 7.20 (2H, double triple peak, J=7.6 Hz, ortho-ArH), 7.38 (2H, multiple peaks, J=7.4 Hz, meta-ArH), 8.48 (1H, double peak, J=13.8 Hz, CH-NH), 10.81 (1H, double peak, J=13.6 Hz, CH-NH). NMR carbon spectrum (125 MHz, CD3CN): δ 14.1, 14.2 (2×CH3), 60.3, 60.6 (2×CH2), 93.9 (O=CCC=O), 117.6 (2×ortho-ArC), 125.1 (para-ArC), 130.1 (2×meta-ArC), 139.8 ( ArCquat-NH), 151.9 (NH-CH), 165.6 (C=O), 168.8 (hydrogen-bonded C=O).
References
[1] Patent: WO2015/189560, 2015, A1. Location in patent: Page/Page column 87; 88
[2] Chemistry - A European Journal, 2010, vol. 16, # 9, p. 2938 - 2943
[3] Heterocycles, 2004, vol. 64, p. 177 - 191
[4] Tetrahedron, 1989, vol. 45, # 3, p. 889 - 908
[5] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 3, p. 537 - 540
2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER Suppliers
- Tel
- --
- Fax
- --
- enquiries@keyorganics.ltd.uk
- Country
- United Kingdom
- ProdList
- 6663
- Advantage
- 50
- Tel
- --
- Fax
- --
- enquiry@leancare.co.uk
- Country
- United Kingdom
- ProdList
- 6446
- Advantage
- 42
- Tel
- --
- Fax
- --
- sales@ubichem.com
- Country
- United Kingdom
- ProdList
- 1567
- Advantage
- 65
View Lastest Price from 2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER manufacturers
- Product
- Propanedioic acid,2-[(phenylamino)methylene]-, 1,3-diethyl ester 54535-22-7
- Price
- US $22.00-88.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2025-06-25