Tert-Butylhydroquinone → HCID 54443355, compound

HRID 2295331Notes

Reaction equation

HRID 2295331 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].[CH:7]([C:9]1[O:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[N:13]=1)=[CH2:8].O1C=CNC1=O.C(C1C=C(O)C=CC=1O)(C)(C)C>C1C=CC=CC=1>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH:5][C:11](=[O:16])[C:12]([CH3:15])([NH:13][C:9](=[O:10])[CH:7]=[CH2:8])[CH3:14]

Participants

6

Reactant 4

HCID 16043Tert-ButylhydroquinoneHCID 66053N,N-DimethylethylenediamineHCID 1861144-Oxazolin-2-oneHCID 98127942-Ethenyl-4,4-dimethyl-1,3-oxazol-5(4H)-one

Product 1

HCID 54443355HCID 54443355, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 100 g. of N,N-dimethylethylenediamine in 40 cc. of benzene was added dropwise to a stirring solution of 16.4 g. of 2-vinyl-4,4-dimethyl-5-oxazolone in 50 cc. of benzene. The oxazolone solution contained a few milligrams of t-butylhydroquinone as a polymerization inhibitor. An external water bath was used to maintain the resultant solution at about 25° C. The solution was stirred about 2 hours, filtered through Celite, and evaporated. The residue after evaporation was triturated with hexane and the mixture filtered to provide N-(N',N'-dimethyl-β-aminoethyl)-2-methyl-2-acrylamidopropanoic acid amide as a white solid.

Workup

  1. customAn external water bath was used
  2. filtrationfiltered through Celite
  3. customevaporated
  4. customThe residue after evaporation
  5. customwas triturated with hexane
  6. filtrationthe mixture filtered

Sources & evidence

ORD record
ord-f684a47319c144afa7e7365e4b62a48c
Source dataset
uspto-grants-1984_01
Patent number
US04424272

Reaction notes

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