Ethanolamine → HCID 152428, compound

HRID 462207Notes

Reaction equation

HRID 462207 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[NH:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=[O:13].C(CN)O>O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[C:17]1[NH:11][C:12](=[O:13])[NH:14][C:15]1=[O:16]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 86582-MethoxybenzaldehydeHCID 10006Hydantoin

Product 1

HCID 152428HCID 152428, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of o-methoxybenzaldehyde (2.00 g., 14.7 moles) and hydantoin (1.47 g., 1 molar ratio) in water (12ml) was heated to 70°; monoethanolamine (1.35 g., 1.5 molar ratio) was then added. The mixture was heated in an oil bath (90°-92° ) and stirred magnetically for 4 hours. Usual workup gave the title compound as an orange solid (2.90 g.), m.p. 174°-179°.

Workup

  1. temperaturewas heated to 70°
  2. temperatureThe mixture was heated in an oil bath (90°-92° )

Sources & evidence

ORD record
ord-06ee06d1617c47dfa039b7b272c245db
Source dataset
uspto-grants-1977_12
Patent number
US04065571

Reaction notes

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