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

HRID 27795
Notes
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Reaction equation

HRID 27795 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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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 were dissolved in 100 parts of toluene, followed by the dropwise addition of 25° C. of 18.8 parts of 93% methoxymethyl isocyanate. After stirring for 1 hour at 25° C., the toluene was evaporated in vacuo and the residue was crystallised from cleaning spirit, giving 42.5 g of colourless crystals melting at 105° C.

Workup

  1. customthe toluene was evaporated in vacuo
  2. customthe residue was crystallised

Sources & evidence

ORD record
ord-a432b03a834f4ae3ae1e7c5f8f84af01
Source dataset
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04223147

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes