Hydrochloric Acid → HCID 57255071, compound

HRID 1855982Notes

Reaction equation

HRID 1855982 reaction equation
[O:1]=[C:2]([N:6]1[CH2:10][CH2:9][O:8][C:7]1=[O:11])[C:3](Cl)=[O:4].[CH:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[C:14]([OH:21])[CH:13]=1.CN(C)C1C=CC=CC=1.Cl>C(Cl)Cl.O>[O:1]=[C:2]([N:6]1[CH2:10][CH2:9][O:8][C:7]1=[O:11])[C:3]([O:21][C:14]1[CH:13]=[CH:12][C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=1)=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 9804-NitrophenolHCID 23347327Oxo(2-oxo-1,3-oxazolidin-3-yl)acetyl chloride

Product 1

HCID 57255071HCID 57255071, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

3.6 g. of α,2-dioxo-3-oxazolidineacetyl chloride, from Example 1(a), dissolved in methylene chloride are added dropwise at 0° to a solution of 2.78 g. of p-nitrophenol and 2.52 g. dimethylaniline in methylene chloride. After thirty minutes, the mixture is shaken with water and dilute hydrochloric acid. The organic phase is dried, concentrated, and the precipitated product is recrystallized from toluene to yield white crystalline α,2-dioxo-3-oxazolidineacetic acid, 4-nitrophenyl ester; m.p. 159°.

Workup

  1. additionare added dropwise at 0° to a solution of 2.78 g
  2. waitAfter thirty minutes
  3. customThe organic phase is dried
  4. concentrationconcentrated
  5. customthe precipitated product is recrystallized from toluene

Sources & evidence

ORD record
ord-301a5ed243204d039d1ad242ce2e343c
Source dataset
uspto-grants-1980_08
Patent number
US04217348

Reaction notes

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