Morpholine → Morpholine-4-carboxamide

HRID 602427

Reaction equation

HRID 602427 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-72b796d8e7204dd599c7a71d3fddf1fd
Source dataset
uspto-grants-2011_03
Patent number
US07906533B2

Linked notes

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