Formic Acid → 1,2,2,5,5-Pentamethylimidazolidin-4-one

HRID 544242Notes

Reaction equation

HRID 544242 reaction equation
[CH3:1][C:2]1([CH3:10])[NH:6][C:5](=[O:7])[C:4]([CH3:9])([CH3:8])[NH:3]1.C=O.[CH:13](O)=O>O>[CH3:13][N:3]1[C:4]([CH3:9])([CH3:8])[C:5](=[O:7])[NH:6][C:2]1([CH3:10])[CH3:1]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 98127982,2,5,5-Tetramethyl-4-imidazolidinone

Product 1

HCID 204598561,2,2,5,5-Pentamethylimidazolidin-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
30 °C

Procedure

A 500 ml. resin kettle, equipped with a mechanical stirrer, reflux condenser, thermometer in thermowell, and an addition funnel, was charged with 122.9 g. (0.8642 moles) of 2,2,5,5-tetramethylimidazolidin-4-one, 74.8 g. (0.8642 moles) of 37% formalin solution, and 200 ml. of water. This mixture was stirred without heating as 44.2 g. (0.8642 moles) of 90% formic acid was added over the course of 20 minutes, with the mixture warming up to 30° C. and becoming a solution in this time.

Workup

  1. customresin kettle, equipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. additionthermometer in thermowell, and an addition funnel, was charged with 122.9 g
  4. temperaturewithout heating as 44.2 g

Sources & evidence

ORD record
ord-9d36806ab2c5457fbec8ab77b46e1cba
Source dataset
uspto-grants-1984_05
Patent number
US04448969

Reaction notes

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