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
References: [1]Helvetica Chimica Acta,1924,vol. 7,p. 335.
References: [1]Synthesis,1976,p. 197 – 199.
References: [1]Monatshefte fur Chemie,1965,vol. 96,p. 450 – 460.
References: [1]Tetrahedron,1989,vol. 45,p. 1723 – 1746.
References: [1]Chemische Berichte,1902,vol. 35,p. 3572.
- 19
[ 120-35-4 ]
[ 100-10-7 ]
- 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. |
References: [1]Patent: US6268387,2001,B1 .
- 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+). |
References: [1]Patent: US2010/278733,2010,A1 .
- 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+). |
- 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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