Urea → N-(2-Amino-2-methylpropyl)urea

HRID 1193530Notes

Reaction equation

HRID 1193530 reaction equation
[NH2:1][CH2:2][C:3]([NH2:6])([CH3:5])[CH3:4].[NH2:7][C:8](N)=[O:9]>O>[CH3:4][C:3]([NH2:6])([CH3:5])[CH2:2][NH:1][C:8]([NH2:7])=[O:9]

Participants

4

Reactant 2

HCID 1176UreaHCID 131282-Methylpropylenediamine

Product 1

HCID 13603863N-(2-Amino-2-methylpropyl)urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Alternatively, the urea of this example was prepared as follows: A mixture of 26.5 g (0.3 mol) of 1,2-diamino-2-methylpropane, and 18 g (0.3 mol) of urea in 150 ml of water was refluxed for 4 hours. The mixture was evaporated in vacuo. The residue was dissolved in chloroform, filtered and evaporated to form a solid which was recrystallized in ethyl acetate to give 15 g of product (38%), m.p. 87°-90° C. The NMR and IR spectra were consistent with the assigned structure.

Workup

  1. temperaturewas refluxed for 4 hours
  2. customThe mixture was evaporated in vacuo
  3. dissolutionThe residue was dissolved in chloroform
  4. filtrationfiltered
  5. customevaporated
  6. customto form a solid which
  7. customwas recrystallized in ethyl acetate

Sources & evidence

ORD record
ord-b9ca2c4118994d36a66ab1967ab9404f
Source dataset
uspto-grants-1989_03
Patent number
US04810717

Reaction notes

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