Ethanolamine → HCID 275570, compound

HRID 444523Notes

Reaction equation

HRID 444523 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=O.[NH:15]1[CH2:21][C:19](=[O:20])[NH:18][C:16]1=[O:17].C(CN)O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=[C:21]1[NH:15][C:16](=[O:17])[NH:18][C:19]1=[O:20]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 68583,4,5-TrimethoxybenzaldehydeHCID 10006Hydantoin

Product 1

HCID 275570HCID 275570, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3,4,5-trimethoxybenzaldehyde (2.497 g.) and hydantoin (1.276 g., 1 molar ratio) in water (15 ml) was heated to 70°. Monoethanolamine (1.17 g., 1.5 molar ratio) was added, followed by magnetic stirring and heating (90°-92°, bath temperature) for 4 hours. Usual workup gave the title compound as a yellow solid (2.950 g.), m.p. 266°-268°. Crystallization from dioxane (80% recovery) gave m.p. 268°-270°.

Workup

  1. temperaturewas heated to 70°
  2. temperatureheating (90°-92°, bath temperature) for 4 hours

Sources & evidence

ORD record
ord-f0d3ff1c2fea4f708f3a7d18d4efc1d1
Source dataset
uspto-grants-1981_04
Patent number
US04264617

Reaction notes

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