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2-Oxo-N-phenylpropanehydrazonoyl chloride
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Amines Chlorides Ketones Hydrazones Benzene Compounds

[ CAS No. 18440-58-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 18440-58-9
Chemical Structure| 18440-58-9
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COA NMR CNMR HPLC LC-MS

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Product Details of [ 18440-58-9 ]

CAS No. :18440-58-9 MDL No. :MFCD01106396
Formula : C9H9ClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 196.63 Pubchem ID :-
Synonyms :

Safety of [ 18440-58-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 UN#:1759
Hazard Statements:H302-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 18440-58-9 ]

* 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 [ 18440-58-9 ]

[ 18440-58-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 36822-11-4 ]
  • [ 18440-58-9 ]
  • [ 444902-74-3 ]
Reference： [1]Heteroatom Chemistry,2002,vol. 13,p. 136 - 140
  • 2
  • [ 13708-12-8 ]
  • [ 18440-58-9 ]
  • [ 1204416-09-0 ]
  • 3,10-diacetyl-1,12-diphenyl-5-methyl-1,12,12a,12b-tetrahydrobis[1,2,4]triazolo[4,3-a:3',4'-c]quinoxaline [ No CAS ]
Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 7333 - 7336
  • 3
  • [ 3382-18-1 ]
  • [ 18440-58-9 ]
  • 1-(8,9-dimethoxy-1-phenyl-1,5,6,10b-tetrahydro[1,2,4]triazolo[3,4-a]isoquinolin-3-yl)ethan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With triethylamine; In tetrahydrofuran; for 8h;Reflux; To a solution of hydrazonyl halide i (5 mmol) and 6,7-dimethoxy-3,4-dihydroisoquinoline iii (5 mmo) in tetrahydrofuran (THF) (40 ml) was added triethylamine (TEA) (1.4 ml, 10 mmol) at room temperature. The reaction mixture was refluxed for 8 h. The mixture was then poured on water and extracted with ethyl acetate. The organic layer was collected, dried over anhydrous sodium sulfate and then filtered. The solvent was evaporated under reduced pressure. The solid product was collected and crystallized from ethanol. Yield: (70%) as an orange solid (from ethanol); m.p 130-132 C. IR (KBr, cm-1): 1660 (CO); 1H NMR (300 MHz, DMSO-d6): δ, ppm: 2.5 (s, 3H, CH3), 2.7 (m, 2H, CH2), 3.6 (s, 3H, OMe), 3.7 (s, 3H, OMe), 4.0 (m, 2H, CH2), 6.5 (s, 1H, H10b), 6.6 (s, 1H, H7), 6.7 (s, 1H, H10) 6.9-7.4 (m, 5H, Ph-H) MS (EI): m/z = 351 (M+). Anal. Calcd. for C20H21N3O3 (351.41): C, 68.36; H, 6.02; N, 11.96. Found: C, 68.56; H, 6.14; N, 11.88.
70% With triethylamine; In tetrahydrofuran; for 8h;Reflux; To a solution of hydrazonyl halide, i (5 mmol) and 6,7-dimethoxy-3,4-dihydroisoquinoline ii (5 mmol) in tetrahydrofuran (THF) (40 ml) were added triethylamine (TEA) (1.4 ml, 10 mmol) at room temperature. The reaction mixture was refluxed for 8 h. The mixture was then poured on water and extracted with ethyl acetate. The organic layer was collected, dried over anhydrous sodium sulfate, and then filtered. The solvent was evaporated under reduced pressure. The solid product was collected and crystallized from ethanol. Yield: (70%) as an orange solid (from ethanol); m.p 130-132 C. IR (KBr, cm-1): 1660 (CO); 1H NMR (300 MHz, DMSO-d6): δ, ppm: 2.5 (s, 3 H, CH3), 2.7 (m, 2 H, CH2), 3.6 (s, 3 H, OMe), 3.7 (s, 3 H, OMe), 4.0 (m, 2 H, CH2), 6.5 (s, 1 H, H10b), 6.6 (s, 1 H, H7), 6.7 (s, 1 H, H10), 6.9-7.4 (m, 5 H, Ph-H) MS (EI): m/z = 351 (M+). Anal. Calcd. for C20H21N3O3 (351.41): C, 68.36; H, 6.02; N, 11.96. Found: C, 68.56; H, 6.14; N, 11.88.
Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2011,vol. 66,p. 299 - 310
[2]European Journal of Medicinal Chemistry,2018,vol. 143,p. 532 - 541
[3]Investigational New Drugs,2021,vol. 39,p. 98 - 110

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Technical Information

• Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction
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