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

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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

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-37/39
TSCA: No

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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.

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N-Bromosuccinimide Price

AK Scientific

Product number: 7894AB
Product name: Diethyl2-((phenylamino)methylene)malonate
Packaging: 100mg
Price: $83
Updated: 2021/12/16

AK Scientific

Product number: 7894AB
Product name: Diethyl2-((phenylamino)methylene)malonate
Packaging: 1g
Price: $117
Updated: 2021/12/16

ChemSupplyAustralia

Product number: 300785
Product name: 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
Packaging: 250mg
Price: $170.5
Updated: 2021/12/16

ChemSupplyAustralia

Product number: 300785
Product name: 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
Packaging: 1g
Price: $473
Updated: 2021/12/16

ChemSupplyAustralia

Product number: 300785
Product name: 2-?[(Phenylamino)?methylene]?-propanedioic acid-1,?3-?diethyl ester, 95%
Packaging: 5G
Price: $1650
Updated: 2021/12/16

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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

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Preparation Products

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View Lastest Price from 2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

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

54535-22-7, 2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTERRelated Search:

VX-770 4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 5-AMino-2,4-di-tert-butylphenol Phenol, 2,4-bis(1,1-diMethylethyl)-5-nitro- 4-HYDROXY-QUINOLINE-3-CARBOXYLIC ACID METHYL ESTER 2,4-di-tert-butyl-5-nitrophenyl methyl carbonate (4-BROMOANILINOMETHYLENE)MALONIC ACID DIETHYL ESTER (4-TRIFLUOROMETHYLPHENYLAMINO)METHYLENEMALONIC ACID DIETHYL ESTER 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER 2-((4-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER DIETHYL 2-[(2,4-DIMETHYLANILINO)METHYLENE]MALONATE DIETHYL 2-[(2,3-DICHLOROANILINO)METHYLENE]MALONATE (4-FLUOROPHENYLAMINO)METHYLENEMALONIC ACID DIETHYL ESTER DIETHYL 2-[(4-CHLORO-2-METHYLANILINO)METHYLENE]MALONATE DIETHYL 2-[(2,4-DIFLUOROANILINO)METHYLENE]MALONATE DIETHYL 2-[(3,5-DIMETHYLANILINO)METHYLENE]MALONATE DIETHYL 2-([2-(TRIFLUOROMETHYL)ANILINO]METHYLENE)MALONATE DIETHYL 2-[(2-BROMOANILINO)METHYLENE]MALONATE

DIETHYL 2-(ANILINOMETHYLENE)MALONATE

ANILINOMETHYLENEMALONIC ACID DIETHYL ESTER

2-PHENYLAMINOMETHYLENE-MALONIC ACIDDIETHYL ESTER

Propanedioic acid, 2-[(phenylaMino)Methylene]-, 1,3-diethyl ester

diethyl 2-((phenylamino)methylene)malonate

Propanedioic acid,2-[(phenylamino)methylene]-, 1,3-diethyl ester (Related Reference)

diethyl 2-(anilinomethylene)propanedioate

54535-22-7