Tert-Butylhydroquinone → HCID 54443355, compound

HRID 1719351Notes

Reaction equation

HRID 1719351 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-a573613bddbc446abf71e805e2dbe41a
Source dataset
uspto-grants-1985_09
Patent number
US04539383

Reaction notes

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