Morpholine → Morpholine, 4-(isocyanoacetyl)-

HRID 1919315Notes

Reaction equation

HRID 1919315 reaction equation
[N+:1]([CH2:3][C:4](OC)=[O:5])#[C-:2].[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1>>[N+:1]([CH2:3][C:4]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:5])#[C-:2]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 547815Methyl isocyanoacetate

Product 1

HCID 6455475Morpholine, 4-(isocyanoacetyl)-

Procedure

To stirred and cooled (0° C.) methyl 2-isocyanoacetate (96% technical grade, 1.0 g, 10.09 mmol) was slowly added morpholine (1.05 g, 12.11 mmol). The mixture was stirred for 1 h with continuous stirring at room temperature and then concentrated. The resulting oil was co-evaporated twice from a mixture CH2Cl2:hexane to obtain crude 2-isocyano-1-morpholinoethanone, SLA 19178, as a yellow oil (1.65 g, 99% yield) and used in the next step without further purification.

Workup

  1. stirringThe mixture was stirred for 1 h
  2. stirringwith continuous stirring at room temperature
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0497cbd08625407b848eeb57b5bfd483
Source dataset
uspto-grants-2012_05
Patent number
US08168631B2

Reaction notes

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