Triethylamine → 2-Methoxy-8-methylcarbamoyl-2,8-diazaspiro[4,5]decane-1,3-dione

HRID 1381942Notes

Reaction equation

HRID 1381942 reaction equation
Cl.[CH3:2][O:3][N:4]1[C:8](=[O:9])[CH2:7][C:6]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:5]1=[O:15].C(N(CC)CC)C.[CH3:23][N:24]=[C:25]=[O:26]>O>[CH3:2][O:3][N:4]1[C:8](=[O:9])[CH2:7][C:6]2([CH2:14][CH2:13][N:12]([C:25](=[O:26])[NH:24][CH3:23])[CH2:11][CH2:10]2)[C:5]1=[O:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 30882852,8-Diazaspiro(4,5)decane-1,3-dione, 2-methoxy-, monohydrochloride

Product 1

HCID 212754282-Methoxy-8-methylcarbamoyl-2,8-diazaspiro[4,5]decane-1,3-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione hydrochloride (1.5 g) in water (20 ml) was added triethylamine (1 ml), followed by methyl isocyanate (1 ml), and this was followed by stirring at room temperature for 30 minutes. The water was then evaporated off under reduced pressure. The residue was directly subjected to silica gel column chromatography (eluent; chloroform-acetone-methanol=10:3:2 (v/v)), and the solvent for the solution containing the desired product was evaporated off under reduced pressure to obtain 1.4 g of a colorless oily compound.

Workup

  1. customThe water was then evaporated off under reduced pressure
  2. additionthe solvent for the solution containing the desired product
  3. customwas evaporated off under reduced pressure

Sources & evidence

ORD record
ord-eafad1bcea084cac804c664897443a18
Source dataset
uspto-grants-1989_02
Patent number
US04804665

Reaction notes

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