14447-15-5|Propyl 2-cyanoacetate| Ambeed

CAS No. :	14447-15-5
Formula :	C₆H₉NO₂
M.W :	127.14
SMILES Code :	O=C(OCCC)CC#N
MDL No. :	MFCD00015784
InChI Key :	NLFIMXLLXGTDME-UHFFFAOYSA-N
Pubchem ID :	84444

Safety of [ 14447-15-5 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302+H312+H332-H315-H319
Precautionary Statements:	P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312

Application In Synthesis of [ 14447-15-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 14447-15-5 ]

[ 14447-15-5 ] Synthesis Path-Downstream 1~54

1
[ 14447-15-5 ]
cyano-hydroxyimino-acetic acid propyl ester [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1902,vol. <3> 27,p. 1015.

2
[ 14447-15-5 ]
[ 108-94-1 ]
cyano-cyclohexyl-acetic acid propyl ester [ No CAS ]

References: [1]Journal of the American Chemical Society,1946,vol. 68,p. 2112,2114.

3
[ 14447-15-5 ]
[ 108-24-7 ]
<i>N</i>-acetyl-β-alanine propyl ester [ No CAS ]

References: [1]Annales de Chimie (Cachan, France),1950,vol. <12>5,p. 882,886.

4
[ 71-23-8 ]
[ 372-09-8 ]
[ 14447-15-5 ]

References: [1]Annales de Chimie (Cachan, France),1918,vol. <9> 9,p. 83.
[2]Annales de Chimie (Cachan, France),1918,vol. <9> 9,p. 83.
[3]International Journal of Chemical Kinetics,2014,vol. 46,p. 189 - 196.

5
[ 14447-15-5 ]
[ 104-55-2 ]
2-cyano-5-phenyl-penta-2,4-dienoic acid propyl ester [ No CAS ]

References: [1]American Chemical Journal,1913,vol. 50,p. 167.

6
[ 923-99-9 ]
[ 50-00-0 ]
[ 14447-15-5 ]
[ 22730-55-8 ]

References: [1]Bulletin of the Academy of Sciences of the USSR Division of Chemical Science,1969,p. 807 - 811.
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1969,p. 889 - 893.

7
[ 779-28-2 ]
[ 14447-15-5 ]
[ 40674-26-8 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1972,vol. 314,p. 649 - 654.

8
[ 14447-15-5 ]
[ 545-06-2 ]
[ 41447-97-6 ]

References: [1]Journal of general chemistry of the USSR,1975,vol. 45,p. 856 - 862.
Zhurnal Obshchei Khimii,1975,vol. 45,p. 873 - 880.

9
[ 75-15-0 ]
[ 14447-15-5 ]
C₇H₇NO₂S₂^(2-)*2K⁽¹⁺⁾ [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 1038 - 1044.

10
[ 75-15-0 ]
[ 14447-15-5 ]
C₇H₇NO₂S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 1038 - 1044.

11
[ 14447-15-5 ]
[ 30084-90-3 ]
[ 129179-96-0 ]

References: [1]Molecular Crystals and Liquid Crystals (1969-1991),1990,vol. 182,p. 71 - 79.

12
[ 14447-15-5 ]
[ 131534-54-8 ]

References: [1]Synthesis,1990,p. 768 - 770.

13
[ 14447-15-5 ]
[ 118528-62-4 ]
[ 118528-61-3 ]

References: [1]Chemistry Letters,1987,p. 907 - 910.

14
[ 14447-15-5 ]
[ 122-51-0 ]
[ 80677-62-9 ]

References: [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 2769 - 2774.
[2]Agricultural and Biological Chemistry,1984,vol. 48,p. 51 - 54.

15
[ 14447-15-5 ]
[ 3218-36-8 ]
[ 129179-91-5 ]

References: [1]Molecular Crystals and Liquid Crystals (1969-1991),1990,vol. 182,p. 71 - 79.

16
[ 14447-15-5 ]
[ 125655-50-7 ]
[ 125655-55-2 ]

References: [1]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 1556 - 1560.

17
[ 14447-15-5 ]
[ 670-54-2 ]
n-Propyl tricyanoacrylate [ No CAS ]
[ 109-77-3 ]

References: [1]Liebigs Annalen,1995,p. 1663 - 1672.

18
[ 4746-97-8 ]
[ 14447-15-5 ]
cyano-(1,4-dioxa-spiro[4.5]dec-8-ylidene)-acetic acid propyl ester [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 7938 - 7944.
[2]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 466 - 479.

19
[ 14447-15-5 ]
[ 790697-54-0 ]

References: [1]Macromolecules,2004,vol. 37,p. 7938 - 7944.
[2]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 466 - 479.

20
[ 14447-15-5 ]
[ 790697-53-9 ]

References: [1]Macromolecules,2004,vol. 37,p. 7938 - 7944.
[2]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 466 - 479.

21
[ 14447-15-5 ]
propyl 3-methylphenylamino-2-cyanoacrylate [ No CAS ]

References: [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 2769 - 2774.

22
[ 14447-15-5 ]
(Z)-2-Cyano-3-decylamino-acrylic acid propyl ester [ No CAS ]

References: [1]Agricultural and Biological Chemistry,1984,vol. 48,p. 51 - 54.

23
[ 14447-15-5 ]
[ 131548-74-8 ]

References: [1]Synthesis,1990,p. 768 - 770.

24
[ 14447-15-5 ]
[ 108-94-1 ]
[ 302561-09-7 ]

Yield	Reaction Conditions	Operation in experiment
91%	With sulfur; diethylamine; In methanol; ethanol; at 20℃;Sonication;	General procedure: Compound C was synthesized following to the procedure ofGewald et al. [22], as already reported with some minor modifications[21]. The mixture of ketone D (1 mmol), alkyl cyanoacetateE (1.1 mmol), sulfur (1.1 mmol), and diethylamine (1.1 mmol) inethanol/methanol (10 mL) was kept at room temperature in anultrasonic cleaner for 1-3 h. After completion of the reaction, thesolvent was evaporated to dryness under reduced pressure. Thecrude product was purified by flash column chromatography onsilica gel (petroleum ether/ethyl acetate elute) to provide theproduct C.
	With sulfur; diethylamine; In DMF (N,N-dimethyl-formamide); at 60℃; for 2h;	To n-<strong>[14447-15-5]propyl cyanoacetate</strong> (2.54 g, 20 mmol) and sulfur (0.64 g) in DMF (4 mL), diethylamine (1.6 mL) is added under stirring. To this solution cyclohexanone (2.03 g, 20 mmol) is added dropwise. The mixture is heated to [60 C] for 2 hours and it is poured into water (30 mL), which is extracted with diethyl ether (30 mL). The ethereal solution is dried with sodium sulfate and concentrated to give the desired compound as an orange solid (2.85 g). Physical characteristics: MS (ES+) [FOR M/Z] 240.

References: [1]European Journal of Medicinal Chemistry,2019,vol. 169,p. 42 - 52.
[2]Journal of Agricultural and Food Chemistry,2019,vol. 67,p. 3575 - 3582.
[3]Patent: WO2003/101979,2003,A1 .Location in patent: Page 19-20.
[4]Journal of Medicinal Chemistry,2021,vol. 64,p. 7371 - 7389.

25
[ 14447-15-5 ]
C₁₈H₂₁ClN₄O₆S [ No CAS ]
[ 1114964-08-7 ]

Yield	Reaction Conditions	Operation in experiment
60%	With sodium acetate; In ethanol;	25 parts of the compound (Ma) are suspended in 314 parts of ethanol and stirred for 30 min. 5.5 parts of anhydrous sodium acetate and 21.85 parts of propyl <n="11"/>cyanoacetate are added. The mixture is subsequently stirred overnight. Completeness of reaction is tested by means of thin layer chromatography. After the reaction is complete, the solids are filtered off with suction and washed with ethanol and water to leave, after drying, 18.55 parts of the dye of the following formula, which corresponds to 60% of theory:λmax = 604 nm (DMF)

References: [1]Patent: WO2009/19206,2009,A2 .Location in patent: Page/Page column 9-10.

26
[ 14447-15-5 ]
C₂₃H₂₅NO₅ [ No CAS ]
C₂₃H₂₅NO₅ [ No CAS ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 466 - 479.

27
[ 14447-15-5 ]
C₃₅H₃₆N₂O₈ [ No CAS ]
C₃₅H₃₆N₂O₈ [ No CAS ]
C₃₅H₃₆N₂O₈ [ No CAS ]
C₃₅H₃₆N₂O₈ [ No CAS ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 466 - 479.

28
[ 14447-15-5 ]
[ 1443776-59-7 ]

Yield	Reaction Conditions	Operation in experiment
99%	With trimethylsilylazide; dibutyltin diacetate; In benzene; at 30℃; for 60h;	General procedure: TMSN3 (0.52 mL, 4 mmol) and Bu2Sn(OAc)2 (0.56 mL, 2 mmol) were added to a solution of nitrile 1 (2 mmol) in benzene (2 mL). After stirring for 60 h at 30 C, the benzene was evaporated to give a crude residue, which was purified by column chromatography to give tetrazole 2.

References: [1]Tetrahedron Letters,2020,vol. 61.
[2]Synthesis,2013,vol. 45,p. 1051 - 1059.

29
[ 14447-15-5 ]
nitenpiram [ No CAS ]
[ 456-48-4 ]
[ 1443754-05-9 ]