Hydrochloric Acid → 3-Methyl-1,3,8-triazaspiro[4.5]decane-2,4-dione hydrochloride

HRID 1599000Notes

Reaction equation

HRID 1599000 reaction equation
[O:1]=[C:2]1[N:6]([CH3:7])[C:5](=[O:8])[C:4]2([CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[NH:3]1.[ClH:21]>C(O)C>[ClH:21].[CH3:7][N:6]1[C:5](=[O:8])[C:4]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[NH:3][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18931276Tert-butyl 3-methyl-2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 189313133-Methyl-1,3,8-triazaspiro[4.5]decane-2,4-dione hydrochlorideYield 116.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of tert-butyl 2,4-dioxo-3-methyl-1,3,8-triaza-8-spiro[4.5]decanecarboxylate (4.7 g, 16.6 mmol), hydrogen chloride (5 g, 13.7 mmol) and ethanol (90 mL) was heated approximately 10 minutes at reflux. The mixture was cooled in an ice-bath and the solids were collected, washed with ethanol and dried at 70° C. to give 3-methyl-1,3,8-triazaspiro[4.5]decane-2,4-dione hydrochloride (3.5 g, 15.9 mmol).

Workup

  1. temperaturewas heated approximately 10 minutes
  2. temperatureat reflux
  3. temperatureThe mixture was cooled in an ice-bath
  4. customthe solids were collected
  5. washwashed with ethanol
  6. customdried at 70° C.

Sources & evidence

ORD record
ord-6fb5826e7c9c450eac56db67e4ff59e3
Source dataset
uspto-grants-1998_04
Patent number
US05739336

Reaction notes

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