Chloride → HCID 22220827, compound

HRID 1836735Notes

Reaction equation

HRID 1836735 reaction equation
[Br-].[N:2]1([C:7](=[O:18])[CH2:8][N+:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]#[N:17])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl-:19]>O>[Cl-:19].[N:2]1([C:7](=[O:18])[CH2:8][N+:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]#[N:17])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 312ChlorideHCID 22220766HCID 22220766, compound

Product 1

HCID 22220827HCID 22220827, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-[2-(1-Pyrrolidinyl)-2-oxoethyl]-2-(cyanomethyl)pyridinium bromide (0.74 g, 2.39 mmole) was dissolved in water (3 mL), loaded onto an Amberlite IRA-400 column (chloride form, 2.5 cm×19 cm) and eluted with distilled water. Fractions 1 (30 mL) and 2 (20 mL) were evaporated under reduced pressure and the residue was recrystalized from acetonitrile-ether to give the title compound as 0.512 g of prisms, mp 130-132° C. Calcd for C13H16N3OCl: C 58.70, H 6.02, N 15.80, Cl 13.34; found: C 58.68, H 6.24, N 15.88, Cl 13.31.3-(2-Oxo-2-phenylethyl)-2-(1-acetoxyethyl)thiazolium bromide

Workup

  1. washeluted with distilled water
  2. customFractions 1 (30 mL) and 2 (20 mL) were evaporated under reduced pressure
  3. customthe residue was recrystalized from acetonitrile-ether

Sources & evidence

ORD record
ord-219e73f5852945b49284972f069da63d
Source dataset
uspto-grants-2004_08
Patent number
US06777557B2

Reaction notes

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