Pyridine → HCID 86736886, compound

HRID 1395058Notes

Reaction equation

HRID 1395058 reaction equation
[N:1]1C=CC=CC=1.[Cl:7][CH2:8][CH2:9][C:10](Cl)=[O:11].Cl.[C:14]([O:19][CH2:20][CH2:21]N)(=[O:18])[C:15]([CH3:17])=[CH2:16]>CN(C)C=O>[C:14]([O:19][CH2:20][CH2:21][CH:9]([CH2:8][Cl:7])[C:10]([NH2:1])=[O:11])(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

5

Reactant 3

HCID 1049PyridineHCID 693643-Chloropropionyl chlorideHCID 75495Aminoethyl methacrylate hydrochloride

Product 1

HCID 86736886HCID 86736886, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Pyridine (15.8 g, 0.2 mole) was added dropwise to a mixture of 3-chloropropionyl chloride (12.7 g, 0.1 mole) and 2-aminoethyl methacrylate hydrochloride (16.5 g, 0.1 mole) in N,N-dimethylformamide (20 ml) at 0° C. The mixture was left to stir overnight at ambient temperature. The solvent was evaporated in vacuo, and the residue was dissolved in dichloromethane (500 ml). The mixture was then washed with saturated sodium chloride (24,200 ml), dried over anhydrous magnesium sulfate, and the solvent removed. The product was collected by distillation, bp 104°-110° C. at 2μ.

Workup

  1. waitThe mixture was left
  2. customThe solvent was evaporated in vacuo
  3. dissolutionthe residue was dissolved in dichloromethane (500 ml)
  4. washThe mixture was then washed with saturated sodium chloride (24,200 ml)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent removed
  7. distillationThe product was collected by distillation, bp 104°-110° C. at 2μ

Sources & evidence

ORD record
ord-db5de9c5bb774ac6a4059e727d9a982c
Source dataset
uspto-grants-1980_05
Patent number
US04201840

Reaction notes

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