Morpholine → Morpholine-4-carboxamide

HRID 2100426Notes

Reaction equation

HRID 2100426 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C[Si]([N:11]=[C:12]=[O:13])(C)C>C(O)(C)C>[N:1]1([C:12]([NH2:11])=[O:13])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 70696Trimethylsilyl isocyanate

Product 1

HCID 75088Morpholine-4-carboxamideYield 102.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a stirred solution of morpholine (1.3 mL, 15 mmol) in isopropanol (30 mL) at rt was added trimethylsilylisocyanate (2.8 mL, 21 mmol) and the resulting solution stirred overnight before the volatiles were removed in vacuo to give morpholine-4-carboxylic acid amide (2.0 g, quant.) as a solid; 1H-NMR (300 MHz, d6-DMSO) 6.00 (2H, s), 3.51-3.54 (4H, s), 3.23-3.26 (4H, s).

Workup

  1. customwere removed in vacuo

Sources & evidence

ORD record
ord-a98ca71154044dabbde99ad7aa3b0e3d
Source dataset
uspto-grants-2009_08
Patent number
US07572794B2

Reaction notes

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