Reaction #4124138
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f10598e3302e43b5be6859ed62d96752No renderable structure data available
O(C)C1=CC(C=O)=CC(CN(C)C)=C1OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-[(Dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde |
|---|---|
| IUPAC Name | — |
| CAS Number | 87743-10-0 |
| Database ID | 1487777 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-[(Dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (CAS 87743-10-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 1487777
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f10598e3302e43b5be6859ed62d96752Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e4d76c9b691641c9a7ab67a395642dcbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-1e2a160a1f6b468f92308fdb38eea589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-1e2a160a1f6b468f92308fdb38eea589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-1e2a160a1f6b468f92308fdb38eea589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-4fdb832b483e4cec9d44a6dafa4064c2Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f10598e3302e43b5be6859ed62d96752Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-4fdb832b483e4cec9d44a6dafa4064c2Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e4d76c9b691641c9a7ab67a395642dcbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.0 g (0.15 mol) of a 40% aqueous dimethylamine solution were added to 12.0 g (0.15 mol) of a 37% aqueous formaldehyde solution in 90 ml of ethanol. Then 15.2 g (0.10 mol) of 4-hydroxy-3-methoxybenzaldehyde (vanillin) were added. The reaction mixture was refluxed for 30 minutes and stirred for a further 24 hours at room temperature. Then the reaction mixture was left to stand overnight in the refrigerator at 0 to 5° C. The precipitated solid was filtered out, washed with ice-cold acetone and dried. The result was a white powder. The reaction mixture was refluxed for 30 minutes Then the reaction mixture was left to stand overnight in the refrigerator at 0 to 5° C The precipitated solid was filtered out washed with ice-cold acetone dried
Source ID: ord-37f91b1c96af4a438247721fd294bafcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-1e2a160a1f6b468f92308fdb38eea589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-[(dimethylamino)methyl]-4-hydroxy-5-methoxybenzaldehyde (2.5 g, 12 mmoles), rhodanine (1.6 g, 12 mmoles), β-alanine (0.6 g, 7 mmoles), and acetic acid (35 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the acetic acid is removed by rotary evaporator and the residue dissolved in water (250 ml). The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate, and stirred for 3 hours. The precipitate is filtered off, rinsed three times with water and dried, then triturated in boiling methanol (100 ml), cooled, filtered off and dried to afford the pure product (2.9 g), mp 198° C. (dec). heated to reflux After 4 hours the acetic acid is removed by rotary evaporator the residue dissolved in water (250 ml) The solution is brought to approximate neutrality by addition of saturated aqueous sodium bicarbonate stirred for 3 hours The precipitate is filtered off rinsed three times with water dried triturated cooled filtered off dried
Source ID: ord-4fdb832b483e4cec9d44a6dafa4064c2PubChem References
These sources are listed in the compound's public database record.
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