Hydrochloric Acid → 3-[5-tert-Butyl-3-isoxazolyl]-4-hydroxy-1-methyl-2-imidazolidinone

HRID 1155477Notes

Reaction equation

HRID 1155477 reaction equation
[CH3:1][C:2]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11](=[O:20])[N:12]([CH2:14][CH:15](OC)[O:16]C)[CH3:13])[CH:6]=1)([CH3:4])[CH3:3].Cl>O>[CH3:1][C:2]([C:5]1[O:9][N:8]=[C:7]([N:10]2[CH:15]([OH:16])[CH2:14][N:12]([CH3:13])[C:11]2=[O:20])[CH:6]=1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12918839HCID 12918839, compound

Product 1

HCID 1569093-[5-tert-Butyl-3-isoxazolyl]-4-hydroxy-1-methyl-2-imidazolidinoneYield 87.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A round bottom flask was charged with 2.6 grams of the 3-[5-(1,1-dimethylethyl)-3-isoxazoly]-1-methyl-(2,2-dimethoxyethyl)urea (prepared above), 150 milliliters of water and 1.5 milliliters of concentrated hydrochloric acid (HCl). The resulting mixture was heated until one phase formed, and crystals coated out on the sides of the flask and cooled; and the scrapings of the crystals and the solution were filtered. The crystalline precipitate was washed twice with separate portions of H2O, and then air dried to yield 1.9 grams of white crystals of 3-[5-(1,1-dimethylethyl)-3-isoxazolyl]-1-methyl-4-hydroxy-2-imidazolidinone. M.P. 173°-177° C., IR spectra (mull.) bands at 3400, 3140, 1700, and 1590 cm-1.

Workup

  1. temperatureThe resulting mixture was heated until one phase
  2. customformed
  3. temperaturecooled
  4. filtrationand the scrapings of the crystals and the solution were filtered
  5. washThe crystalline precipitate was washed twice with separate portions of H2O
  6. customair dried

Sources & evidence

ORD record
ord-6b2c8897b6b94ee38289cdb1b658fd2c
Source dataset
uspto-grants-1981_11
Patent number
US04302239

Reaction notes

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