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p-Dimethylaminobenzaldehyde

CAS No.: 100-10-7

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Cat.NO.:A128847  Purity:97%

Product Details of p-Dimethylaminobenzaldehyde

CAS No. : 100-10-7
Formula :

C9H11NO

M.W :

149.19

SMILES Code :
C1=C(N(C)C)C=CC(=C1)C=O
Synonyms :
4-Dimethylaminobenzaldehyde
MDL No. : MFCD00003381
InChI Key : BGNGWHSBYQYVRX-UHFFFAOYSA-N
Pubchem ID : 7479

Safety of p-Dimethylaminobenzaldehyde

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 p-Dimethylaminobenzaldehyde

* 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 [ 100-10-7 ]

[ 100-10-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 86-71-5 ]
  • [ 100-10-7 ]
  • <i>N</i>3,<i>N</i>6-bis-(4-dimethylamino-benzylidene)-carbazole-3,6-diyldiamine [ No CAS ]
  • 2
  • [ 66379-84-8 ]
  • [ 115282-41-2 ]
  • [ 100-10-7 ]
  • 3
  • [ 38480-94-3 ]
  • [ 100-10-7 ]
  • 4-dimethylamino-2′,3′-dimethoxy-chalcone [ No CAS ]
  • 4
  • [ 3167-63-3 ]
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  • [ 58898-16-1 ]
  • 5
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  • 6
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  • 11
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  • 12
  • [ 14205-39-1 ]
  • [ 100-10-7 ]
  • [ 50607-30-2 ]
  • 3-carbomethoxy-2-methyl-5-oxo-4-(4-N-dimethylaminophenyl)-1,4,5,6,7,8-hexahydro-pyrido<4,3-b>pyridine [ No CAS ]
  • 13
  • [ 66379-84-8 ]
  • alkalies [ No CAS ]
  • [ 115282-41-2 ]
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  • 14
  • [ 24629-25-2 ]
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  • [ 462102-43-8 ]
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  • [ 98236-04-5 ]
  • 17
  • [ 3199-50-6 ]
  • [ 100-10-7 ]
  • 1-(5-bromo-2-furanyl)-3-(4-dimethylaminophenyl)-prop-2-en-1-one [ No CAS ]
  • 18
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  • [ 115282-41-2 ]
  • 19
  • [ 120-35-4 ]
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  • 3-(4-Dimethylamino-benzylamino)-4-methoxy-N-phenyl-benzamide [ No CAS ]
Yield Reaction Conditions Operation in experiment
Example 268 3-(4-Dimethylamino-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-dimethylaminobenzaldehyde as starting materials, which can be purchased from Aldrich; m.p. 195-197 C.
  • 20
  • [ 3199-50-6 ]
  • aqueous potassium hydroxide [ No CAS ]
  • [ 100-10-7 ]
  • 1-(5-bromo-2-furanyl)-3-(4-dimethylaminophenyl)-prop-2-en-1-one [ No CAS ]
Yield Reaction Conditions Operation in experiment
55.4% In ethanol; Synthesis of 1-(5-bromo-2-furanyl)-3-(4-dimethylaminophenyl)-prop-2-en-1-one (32) Compound 29 (500 mg, 2.65 mmol) and 4-dimethylaminobenzaldehyde (394 mg, 2.65 mmol) were dissolved in ethanol (5 mL), followed by addition of 10% aqueous potassium hydroxide (10 mL). The mixture was stirred at room temperature for 1 h, and then the precipitated crystals were collected by filtration and washed with 50% aqueous ethanol to obtain Compound 32. Yield 470 mg (yield rate 55.4%). 1H NMR (300 MHz, CDCl3) delta 3.04 (s, 6H), 5.22 (d, J=3.9 Hz, 1H), 6.80 (d, J=3.6 Hz, 1H), 6.89 (d, J=15.0 Hz, 1H), 7.46 (d, J=14.7 Hz, 1H), 7.70 (d, J=8.1 Hz, 2H), 7.81 (d, J=8.7 Hz, 2H). MS m/z 321 (MH+).
  • 21
  • [ 3199-50-6 ]
  • [ 100-10-7 ]
  • 1-(5-bromo-2-furanyl)-3-(4-dimethylaminophenyl)-prop-2-en-1-one [ No CAS ]
Yield Reaction Conditions Operation in experiment
55.4% With potassium hydroxide; In ethanol; water; at 20℃; for 1h; Synthesis of 1-(5-bromo-2-furanyl)-3-(4-dimethylaminophenyl)-prop-2-en-1-one (32) Compound 29 (500 mg, 2.65 mmol) and 4-dimethylaminobenzaldehyde (394 mg, 2.65 mmol) were dissolved in ethanol (5 mL), followed by addition of 10% aqueous potassium hydroxide (10 mL). The mixture was stirred at room temperature for 1 h, and then the precipitated crystals were collected by filtration and washed with 50% aqueous ethanol to obtain Compound 32. Yield 470 mg (yield rate 55.4%). 1H NMR (300 MHz, CDCl3) delta 3.04 (s, 6H), 5.22 (d, J = 3.9 Hz, 1H), 6.80 (d, J = 3.6 Hz, 1H), 6.89 (d, J = 15.0 Hz, 1H), 7.46 (d, J = 14.7 Hz, 1H), 7.70 (d, J = 8.1 Hz, 2H), 7.81 (d, J = 8.7 Hz, 2H). MS m/z 321 (MH+).
  • 22
  • [ 92138-20-0 ]
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  • [ 956291-32-0 ]
  • 23
  • [ 54589-54-7 ]
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  • [ 1241941-28-5 ]
  • 24
  • [ 326-62-5 ]
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  • [ 1361504-11-1 ]
  • 25
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  • [ 1668-54-8 ]
  • [ 1465739-99-4 ]
  • 26
  • [ 5654-97-7 ]
  • [ 100-10-7 ]
  • (Z)-3-(4-(dimethylamino)benzylidene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one [ No CAS ]
  • (E)-3-(4-(dimethylamino)benzylidene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one [ No CAS ]
  • 27
  • [ 1836-05-1 ]
  • [ 100-10-7 ]
  • (E)-1-(3-bromo-2-hydroxyphenyl)-3-(4-(dimethylamino)phenyl)prop-2-en-1-one [ No CAS ]
  • 28
  • [ 85279-30-7 ]
  • [ 100-10-7 ]
  • (E)-3-(4-(dimethylamino)phenyl)-1-(3-methylpyridin-2-yl)prop-2-en-1-one [ No CAS ]
  • 29
  • [ 78364-55-3 ]
  • [ 100-10-7 ]
  • 2-[2-(4-(N,N-dimethylamino)benzylidene)hydrazino]-6-fluorobenzothiazole [ No CAS ]
Yield Reaction Conditions Operation in experiment
68% With acetic acid; In ethanol; at 80℃; for 0.166667h;Microwave irradiation; General procedure: 2-(2-Arylidenehydrazino)-6-fluorobenzothiazoles 6a-r. General Procedure D. A mixture of compound 2 (0.0549 g, 0.0003 mol), the appropriate aromatic aldehyde (0.00033 mol) and glacial acetic acid (0.1 mL) in ethanol (5 mL) was heated under microwave (20 W) at 80 °C for 10 min. On cooling, the precipitated solid was collected by filtration, washed with water, dried and crystallized from the appropriate solvent to give the desired compounds 6a-r.
In ethanol; at 70 – 80℃; for 3h; General procedure: The mixture of <strong>[78364-55-3]6-fluoro-2-hydrazinylbenzo[d]thiazole</strong> (2) (0.01 mol) and benzalde-hyde/substituted benzaldehyde (0.01 mol) was reuxed in ethanol (15 ml) at 70?80 °C for 3 h. The separated product obtained was ltered off, washed withdistilled water and recrystallized from methanol to give the correspondinghydrazone. T

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