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Chemical Structure| 114150-42-4 Chemical Structure| 114150-42-4

Structure of 114150-42-4

Chemical Structure| 114150-42-4

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Product Details of [ 114150-42-4 ]

CAS No. :114150-42-4
Formula : C19H17ClN2O3
M.W : 356.80
SMILES Code : O=C(O)CCC1=NN(C2=CC=C(OC)C=C2)C(C3=CC=C(Cl)C=C3)=C1
MDL No. :MFCD29905515

Safety of [ 114150-42-4 ]

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

Application In Synthesis of [ 114150-42-4 ]

* 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 [ 114150-42-4 ]

[ 114150-42-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 79-37-8 ]
  • [ 57497-39-9 ]
  • [ 114150-42-4 ]
  • [ 121-44-8 ]
  • 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-tert-butyl-N-hydroxypropanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; water; N,N-dimethyl-formamide; (57); and 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-tert-butyl-N-hydroxypropanamide (58) To a solution of the acid 12 (0.99 g, 2.77 mM) in THF (30 ml) at 0° C., was added one drop of DMF and oxalyl chloride (0.29 ml, 3.33 mM). After stirring for 0.5 hour the cooling bath was removed and stirring was continued for 0.5 hour. The reaction mixture was concentrated in vacuo to a volume of 10 ml, and added dropwise to a solution of N-(tert-butyl)hydroxylamine (HCl) (0.52 g, 4.16 mM) and Et3 N (1.56 ml, 11.1 mM) in THF:H2 O (12 ml:6 ml) at 0° C. The reaction mixture was stirred for 1 hour, diluted to 100 ml with EtOAc, washed with H2 O, dried (MgSO4), filtered and concentrated in vacuo. The residue was combined with that from a similar run on a 2.72 mM scale. Chromatography (Merck Silica Gel 60; 230-400 mesh, 72 g) with Et2 O:hexane (4:1) as eluent afforded 57, crystallized from cold Et2 O:hexane (1.19 g, 51percent) as a white crystalline solid, mp=73°-74.5° C. and 58 recrystallized from EtOAc:Et2 O (0.63 g, 27percent) as a white crystalline solid, mp=137°-138° C. Compound 57, NMR (CDCl3) 1.10 (s, 9H, --C(CH3)3), 2.7-3.4 (m, 4H, --CH2 CH2 --), 3.80 (s, 3H, --OCH3), 6.32 (s, 1H, C4 --H), 6.7-7.5 (m, 8H, aromatic); IR (KBr) 3480, 1730; MS (20 eV EI), m/e 339 (100percent), 311, 297. Anal. Calcd. for C23 H26 ClN3 O3: C, 64.55; H, 6.12; N, 9.82. Found: C, 64.41; H, 6.19; N, 9.71. Compound 58, NMR (CDCl3) 1.25 (s, 9H, --C(CH3)3), 2.7-3.4 (m, 4H, --CH2 CH2 --), 3.83 (s, 3H, --OCH3), 6.33 (s, 1H, C4 --H), 6.7-7.5 (m, 8H, aromatic), 10.08 (s, 1H, --N--OH). IR (KBr) 3460, 3130, 1620, 1590; MS (20 eV EI), m/e 427 (M+), 339 (100percent), 311, 297. Anal. Calcd. for C23 H20 ClN3 O3: C, 64.55; H, 6.12; N, 9.82. Found: C, 64.62; H, 6.38; N, 9.72.
 

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