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[ CAS No. 120-21-8 ] {[proInfo.proName]}

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Chemical Structure| 120-21-8
Chemical Structure| 120-21-8
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Product Details of [ 120-21-8 ]

CAS No. :120-21-8 MDL No. :
Formula : C11H15NO Boiling Point : -
Linear Structure Formula :CHOC6H4N(C2H5)2 InChI Key :MNFZZNNFORDXSV-UHFFFAOYSA-N
M.W : 177.24 Pubchem ID :67114
Synonyms :

Safety of [ 120-21-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H312-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 120-21-8 ]

* 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 [ 120-21-8 ]

[ 120-21-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 18653-98-0 ]
  • [ 120-21-8 ]
  • [ 65953-59-5 ]
  • 2
  • [ 1206-85-5 ]
  • [ 120-21-8 ]
  • 1,3,5-tricyano-2,4,6-tris(p-diethylaminostyryl)benzene [ No CAS ]
  • 3
  • [ 120-21-8 ]
  • [ 1979-98-2 ]
  • 5,5'-(4-diethylaminobenzylidene)bis(4,6-dihydroxy-2-methylthiopyrimidine) [ No CAS ]
  • 4
  • [ 38430-55-6 ]
  • [ 120-21-8 ]
  • 4-[3-(4-diethylaminophenyl)-acryloyl]-benzoic acid ethyl ester [ No CAS ]
  • 5
  • [ 3846-73-9 ]
  • [ 120-21-8 ]
  • 4-(p-diethylamino-2'-styryl)-8-hydroxyquinoline [ No CAS ]
  • 4-(p-diethylamino-2'-styryl)-8-hydroxyquinoline [ No CAS ]
  • 6
  • [ 120-21-8 ]
  • [ 52197-12-3 ]
  • 2,3-dicyano-5-[4-(diethylamino)styryl]pyrazine [ No CAS ]
  • 7
  • [ 120-35-4 ]
  • [ 120-21-8 ]
  • 3-(4-Diethylamino-benzylamino)-4-methoxy-N-phenyl-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 211 3-(4-Diethylamino-benzylamino)-4-methoxy-N-phenyl-benzamide The title compound has been made using the procedure of Example 50, but using 3-amino-4-methoxy-N-phenyl benzamide and 4-diethylaminobenzaldehyde as starting materials, which are commercially available from Aldrich; m.p. 180-181 C.
  • 8
  • [ 120-21-8 ]
  • [ 145091-87-8 ]
  • [ 1068515-75-2 ]
  • [ 900098-54-6 ]
YieldReaction ConditionsOperation in experiment
34%; 28% In methanol; for 16h;Heating / reflux; EXAMPLE 14Synthesis of 4,4'-((4-(diethylamino)phenyl)methylene)jb/s(5-methyl-1 /-/-pyrazol-3(2H)- one) and 4-(4-(diethylamino)benzylidene)-3-methyl-1 A7-pyrazol-5(4H)-one; To a solution of <strong>[145091-87-8]3-methyl-1H-pyrazol-5-ol</strong> (0.50 g, 5.10 mmol) in anhydrous methanol (30 mL) was added 4-(diethylamino)benzaldehyde (0.90 g, 5.10 mmol) and the reaction mixture was heated at reflux for 16 h. The reaction mixture was cooled to ambient temperature, during which time a bright orange precipitate was deposited. The solid was collected by suction filtration, washed with methanol (10 mL), air-dried and dried under high vacuum to afford 4,4'-((4-(diethylamino)phenyl)methylene)b/s(5- methyl-1H-pyrazol-3(2H)-one) in 28% yield (0.26 g): mp 223-224 0C (methanol); 1H NMR (300 MHz,) δ 11.45 (br s, 4H), 6.90 (d, J = 8.8 Hz, 2H), 6.51 (d, J = 8.8 Hz, 2H), 4.66 (s, 1 H), 3.25 (q, J = 7.0 Hz, 4H), 2.07 (s, 6H), 1.02 (t, J = 7.0 Hz, 6H); 13C NMR (75 MHz, DMSO-Gf6) 5 161.4, 145.4, 139.7, 129.9, 128.2, 111.3, 104.9, 43.7, 31.8, 12.5, 10.4; MS (ES-) m/z 354.1 (M - 1 ). The mother liquors were concentrated in vacuo and the residue was purified by column chromatography eluted with 1% 7 M methanolic ammonia in ethyl acetate, to afford 4-(4-(diethylamino)benzylidene)-3- <n="92"/>methyl-1H-pyrazol-5(4H)-one as an orange solid in 34% yield (0.45 g): mp 207-208 0C (ethyl acetate/methanol); 1H NMR (300 MHz, CDCI3) δ 8.57 (br s, 1 H), 8.53 (d, J = 9.1 Hz, 2H), 7.19 (s, 1 H), 6.70 (d, J = 9.1 Hz1 2H), 3.47 (q, J = 7.0 Hz, 4H), 2.21 (s, 3H), 1.23 (t, J = 7.0 Hz, 6H); 13C NMR (75 MHz, CDCI3) δ 166.6, 151.8, 151.7, 147.1 , 137.5, 121.7, 119.1 , 111.2, 45.0, 13.7, 12.8; MS (ES+) m/z 258.3 (M + 1 )
  • 9
  • [ 69917-80-2 ]
  • [ 120-21-8 ]
  • C27H35N3O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid; In dichloromethane; at 20℃; for 24h;Inert atmosphere; Methyl 3-(1H-pyrrol-2-yl)propanoate 2b (250 mg, 1.6 mmol) and 4-diethylamino-benzaldehyde 3b (145 mg, 0.8 mmol) were dissolved in 150 mL dry CH2Cl2 (argon was bubbled through CH2Cl2 for 30 min) under argon atmosphere. One drop of TFA was added and the reaction mixture was stirred at room temperature for 24 h under argon. p-Chloranil (202 mg, 0.8 mmol) was added and stirring was continued for 30 min under argon. Then, triethylamine (2.0 mL) and BF3*OEt2 (2.0 mL) were added, and the reaction mixture was stirred at room temperature overnight under argon. The reaction mixture was washed with H2O (40 mL), brine (40 mL), dried over Na2SO4, filtered, and evaporated. The crude mixture was purified by column chromatography on SiO2 (Hexane: EtOAc = 6:1 ~ 3:1) to afford 4d (222 mg, 0.43 mmol, 53% yield) as a red solid.
  • 10
  • [ 1397-89-3 ]
  • [ 120-21-8 ]
  • [ 1513872-55-3 ]
YieldReaction ConditionsOperation in experiment
15 mg Example 5. Synthesis of N-benzyl derivatives of Amphotericin B.;200 mg (0.22 mmol) of Amphotericin B is dissolved in 3 ml of dimethyl formamide (DMF) in25 ml round-bottomed flask equipped with a magnetic stirrer. Next, 0.3 mmol of aromatic aldehyde is added and stirred at room temperature for 1 hour. After 1 hour 3 ml of anhydrousmethanol, 0.3 mmol of sodium cyanoborohydride (NaBH3CN) and catalytic amount (0.015ml) of acetic acid are added. The reaction progress is monitored by thin layer chromatography(TLC) on Silica Gel (60 F254, Merck) in chloroform: methanol: water (20:6:1 v/v) solventsystem. The reaction mixture is cooled to -5 C, and then 0.015 ml of methylamine intetrahydrofurane is added. The reaction mixture is left for 10 minutes and then addeddropwise to 150 ml of diethyl ether. The resulting pale yellow precipitate is filtered underreduced pressure on a Millipore funnel. The crude product is twice washed with diethyl ether(2x50 ml) and then dried in a vacuum dessicator. The residue is purified by columnchromatography on normal phase, where the solid phase is Silica Gel and solvent system ischloroform: methanol: water (20:6: 1 v/v). The fractions with pure product were collected andcombined, then evaporated under reduced pressure at temperatures not exceeding 35 o C. Thefollowing derivatives of Amphotericin B are obtained:a) In the reaction with z 4-(N,N-diethylamino)benzaldehyde is obtained 15 mg of N-(4-N,N-diethylaminobenzyl)amphotericin B (A19) TLC Rr= 0.75; UV-vis: Amax (MeOH) 406; 382; 363 nm; E.f:n (MeOH, A= 406nm) = 1150(theoretically for C58H88N20 17 is 1363); MS-ESI found m/z: 1083.3 [M-HL calculated forCssHssN2017 [Mt" 1084.6
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