Methoxymethyl isocyanate → N-Methoxymethyl-N'-(1,2,2,6,6-pentamethylpiperidin-4-yl)-urea

HRID 262044Notes

Reaction equation

HRID 262044 reaction equation
[CH3:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([NH2:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[CH3:13][O:14][CH2:15][N:16]=[C:17]=[O:18]>C1(C)C=CC=CC=1>[CH3:13][O:14][CH2:15][NH:16][C:17]([NH:10][CH:5]1[CH2:6][C:7]([CH3:8])([CH3:9])[N:2]([CH3:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)=[O:18]

Participants

4

Reactant 2

HCID 62609Methoxymethyl isocyanateHCID 6937924-Amino-1,2,2,6,6-pentamethylpiperidine

Product 1

HCID 20474059N-Methoxymethyl-N'-(1,2,2,6,6-pentamethylpiperidin-4-yl)-urea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

34 parts of 1,2,2,6,6-pentamethyl-4-aminopiperidine are dissolved in 100 parts of toluene, followed by the dropwise addition at 25° C. of 18.8 parts of 93% methoxymethyl isocyanate. After stirring for 1 hour at 25° C., the toluene is evaporated off in vacuo and the residue is crystallised from cleaning spirit, giving 42.5 g of colourless crystals melting at 105° C.

Workup

  1. customthe toluene is evaporated off in vacuo
  2. customthe residue is crystallised

Sources & evidence

ORD record
ord-9eab8c736cc840258e8f7a4bbbb3f5ad
Source dataset
uspto-grants-1979_05
Patent number
US04153596

Reaction notes

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