Ethanolamine → HCID 2911375, compound

HRID 462193Notes

Reaction equation

HRID 462193 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:4]=1[CH:5]=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:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:4]=1[CH:5]=[C:21]1[NH:15][C:16](=[O:17])[NH:18][C:19]1=[O:20]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 10006HydantoinHCID 205252,4,5-Trimethoxybenzaldehyde

Product 1

HCID 2911375HCID 2911375, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,4,5-trimethoxybenzaldehyde (2.503 g.) and hydantoin (1.275 g., 1 molar ratio) in water (15 ml) was heated to 70°. Monoethanolamine (1.17 g.) was added and the suspension was stirred and heated at 90°-92° (bath temperature) for 4 hours. Isolation in the usual manner gave the title compound as a yellow solid (3.306 g.), m.p. 276°-277° decomp. Crystallization from dioxane did not raise the melting point.

Workup

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

Sources & evidence

ORD record
ord-6441068e124f49988985c017df3541cc
Source dataset
uspto-grants-1977_12
Patent number
US04065570

Reaction notes

Loading…