Ethanolamine → HCID 2848836, compound

HRID 597375Notes

Reaction equation

HRID 597375 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:4]=1[CH:5]=O.[NH:13]1[CH2:19][C:17](=[O:18])[NH:16][C:14]1=[O:15].C(CN)O>O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:4]=1[CH:5]=[C:19]1[NH:13][C:14](=[O:15])[NH:16][C:17]1=[O:18]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 10006HydantoinHCID 667262,5-Dimethoxybenzaldehyde

Product 1

HCID 2848836HCID 2848836, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,5 -dimethoxybenzaldehyde (2.504 g.) and hydantoin (1.507 g., 1 molar ratio) in water (15 ml) was heated to 70°. To this 2 layer liquid was added monoethanolamine (1.38 g., 1.5 molar ratio). The mixture was heated 4 hours at 90°-92° (bath temperature) with magnetic stirring. The title compound was isolated in the usual manner and obtained as a yellow solid (3.288 g.), m.p. 250°-252°. Crystallization from dioxane (86% recovery) gave m.p. 251°-252°.

Workup

  1. temperaturewas heated to 70°
  2. temperatureThe mixture was heated 4 hours at 90°-92° (bath temperature) with magnetic stirring

Sources & evidence

ORD record
ord-e599b027b8c343cab3efd7cc61ad6232
Source dataset
uspto-grants-1977_03
Patent number
US04013770

Reaction notes

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