Reaction #4109246
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d2b96ed3b34d4172b4cff94abc8559b6No renderable structure data available
COC1=C(C=CC(=C1)C=C2C(=O)NC(=O)N2)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 5-[(4-hydroxy-3-methoxyphenyl)methylidene]imidazolidine-2,4-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 52036-16-5 |
| Database ID | 291123 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
5-[(4-hydroxy-3-methoxyphenyl)methylidene]imidazolidine-2,4-dione (CAS 52036-16-5) 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 291123
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-d2b96ed3b34d4172b4cff94abc8559b6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxy-3-methoxybenzaldehyde (4.6 g, 30 mmoles), hydantoin (3.0 g, 30 mmoles), β-alanine (1.4 g, 16 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (350 ml) and the precipitate is filtered off, rinsed successively with water (3×), ethanol (2×), and ether (2×), and dried. Recrystallization from methanol afforded the pure product (3.0 g), mp 272°-273° C. heated to reflux the precipitate is filtered off rinsed successively with water (3×), ethanol (2×), and ether (2×) dried Recrystallization from methanol
Source ID: ord-74ffa3a6e3d54efea25b1f3ed264a027Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxy-3-methoxybenzaldehyde (4.6 g, 30 mmoles), hydantoin (3.0 g, 30 mmoles), β-alanine (1.4 g, 16 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (350 ml) and the precipitate is filtered off, rinsed successively with water (3×), ethanol (2×), and ether (2×), and dried. Recrystallization from methanol afforded the pure product (3.0 g), mp 272°-273° C. heated to reflux the precipitate is filtered off rinsed successively with water (3×), ethanol (2×), and ether (2×) dried Recrystallization from methanol
Source ID: ord-74ffa3a6e3d54efea25b1f3ed264a027Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: condensing vanillin and hydantoin by heating together in admixture with diethanolamine to produce 5-vanillylidenehydantoin, and
Source ID: ord-19de35e3b8dd432b9068efdf1294c89bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Vanillin (3.04 g.) and hydantoin (2.0 g.) in water (20 ml were heated on the steam-bath for a few minutes until dissolution occurred. Ethanolamine (0174 g.) was then added and the solution heated at 85°-90° (bath temperature) for 4.5 hours. The solution deposited crystals and solidified within 0.5 hours. Concentrated HCl (5 ml) was added, the mixture was refrigerated overnight (18 hours), filtered, water washed and dried. The title compound was obtained as a yellow solid (4.18 g; 93%), m.p. 266°-271° decomp. the solution heated at 85°-90° (bath temperature) for 4.5 hours the mixture was refrigerated overnight (18 hours), filtered water washed dried
Source ID: ord-525864cc2b2749e795906a9f6e30ff42Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Vanillin (3.04 g.) and hydantoin (2.0 g.) in water (20 ml were heated on the steam-bath for a few minutes until dissolution occurred. Ethanolamine (0174 g.) was then added and the solution heated at 85°-90° (bath temperature) for 4.5 hours. The solution deposited crystals and solidified within 0.5 hours. Concentrated HCl (5 ml) was added, the mixture was refrigerated overnight (18 hours), filtered, water washed and dried. The title compound was obtained as a yellow solid (4.18 g; 93%), m.p. 266°-271° decomp. the solution heated at 85°-90° (bath temperature) for 4.5 hours the mixture was refrigerated overnight (18 hours), filtered water washed dried
Source ID: ord-525864cc2b2749e795906a9f6e30ff42Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Vanillin (3.04 g.) and hydantoin (2.0 g.) in water (20 ml) were heated on the steam-bath for a few minutes until dissolution occurred. Ethanolamine (0174 g.) was then added and the solution heated at 85°-90° (bath temperature) for 4.5 hours. The solution deposited crystals and solidified within 0.5 hours. Concentrated HCl (5 ml) was added, the mixture was refrigerated overnight (18 hours), filtered, water washed and dried. The title compound was obtained as a yellow solid (4.18 g; 93%), m.p. 266°-271° decomp. the solution heated at 85°-90° (bath temperature) for 4.5 hours the mixture was refrigerated overnight (18 hours), filtered water washed dried
Source ID: ord-0bf033c6646e4585962f719b2b38f4d7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Vanillin (3.04 g.) and hydantoin (2.0 g.) in water (20 ml were heated on the steam-bath for a few minutes until dissolution occurred. Ethanolamine (0174 g.) was then added and the solution heated at 85°-90° (bath temperature) for 4.5 hours. The solution deposited crystals and solidified within 0.5 hours. Concentrated HCl (5 ml) was added, the mixture was refrigerated overnight (18 hours), filtered, water washed and dried. The title compound was obtained as a yellow solid (4.18 g; 93%), m.p. 266°-271° decomp. the solution heated at 85°-90° (bath temperature) for 4.5 hours the mixture was refrigerated overnight (18 hours), filtered water washed dried
Source ID: ord-6286c83b5cd54305a53e23f49fee60cbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Vanillin (3.04 g.) and hydantoin (2.0 g.) in water (20 ml were heated on the steam-bath for a few minutes until dissolution occurred. Ethanolamine (0174 g.) was then added and the solution heated at 85°-90° (bath temperature) for 4.5 hours. The solution deposited crystals and solidified within 0.5 hours. Concentrated HCl (5 ml) was added, the mixture was refrigerated overnight (18 hours), filtered, water washed and dried. The title compound was obtained as a yellow solid (4.18 g; 93%), m.p. 266°-271° decomp. the solution heated at 85°-90° (bath temperature) for 4.5 hours the mixture was refrigerated overnight (18 hours), filtered water washed dried
Source ID: ord-6286c83b5cd54305a53e23f49fee60cbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxy-3-methoxybenzaldehyde (4.6 g, 30 mmoles), hydantoin (3.0 g, 30 mmoles), β-alanine (1.4 g, 16 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (350 ml) and the precipitate is filtered off, rinsed successively with water (3×), ethanol (2×), and ether (2×), and dried. Recrystallization from methanol afforded the pure product (3.0 g), mp 272°-273° C. heated to reflux the precipitate is filtered off rinsed successively with water (3×), ethanol (2×), and ether (2×) dried Recrystallization from methanol
Source ID: ord-74ffa3a6e3d54efea25b1f3ed264a027Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxy-3-methoxybenzaldehyde (4.6 g, 30 mmoles), hydantoin (3.0 g, 30 mmoles), β-alanine (1.4 g, 16 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (350 ml) and the precipitate is filtered off, rinsed successively with water (3X), ethanol (2X), and ether (2X), and dried. Recrystallization from methanol afforded the pure product (3.0 g), mp 272°-273° C. heated to reflux the precipitate is filtered off rinsed successively with water (3X), ethanol (2X), and ether (2X) dried Recrystallization from methanol
Source ID: ord-1b54489de7de41f3a8ce65b641fabe5dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d2b96ed3b34d4172b4cff94abc8559b6PubChem References
These sources are listed in the compound's public database record.
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