Toluene → 1,3-Bis(methoxymethyl)urea

HRID 27798

Reaction equation

HRID 27798 reaction equation
CC1(C)CC(CC(N)[C:10]([NH:12]N)=[O:11])CC(C)(C)N1.[CH3:18][O:19][CH2:20][N:21]=[C:22]=[O:23].[C:24]1(C)C=CC=CC=1>>[CH3:18][O:19][CH2:20][NH:21][C:22]([NH:12][CH2:10][O:11][CH3:24])=[O:23]

Participants

4

Reactant 3

HCID 1140TolueneHCID 62609Methoxymethyl isocyanateHCID 70595011beta-(2,2,6,6-Tetramethylpiperidin-4-yl)-aminopropionic acid hydrazide

Product 1

HCID 88321,3-Bis(methoxymethyl)urea

Conditions

Temperature
25 °C

Procedure

36.3 parts of β-(2,2,6,6-tetramethylpiperidin-4-yl)-aminopropionic acid hydrazide were dissolved in 100 parts of toluene, followed by the dropwise addition of 28.2 parts of 93% methoxymethyl isocyanate. After stirring for 1 hour at 25° C., the deposit was filtered off under suction. The filter residue was stirred with 300 parts of petroleum ether and refiltered under suction. 48 parts of colourless crystals melting at 62° to 65° C. were left after drying. C18H36N6O5 (416.5).

Workup

  1. filtrationthe deposit was filtered off under suction
  2. stirringThe filter residue was stirred with 300 parts of petroleum ether
  3. wait48 parts of colourless crystals melting at 62° to 65° C. were left
  4. customafter drying

Sources & evidence

ORD record
ord-bcf0bfb93c914895949d2f975ba466f5
Source dataset
uspto-grants-1980_09
Patent number
US04223147

Linked notes

Loading…