Pyridine → HCID 20476699, compound

HRID 904999Notes

Reaction equation

HRID 904999 reaction equation
[S:1]([Cl:3])Cl.N1C=C[CH:7]=[CH:6][CH:5]=1.[NH:10]([CH2:15][C:16]([O:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH2:11][C:12]([O-:14])=[O:13]>C(Cl)(Cl)(Cl)Cl>[CH:19]([O:18][C:16]([CH2:15][N:10]([CH2:11][C:12]([O:14][CH:6]([CH3:7])[CH3:5])=[O:13])[S:1][Cl:3])=[O:17])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 1049PyridineHCID 25353Sulfur dichlorideHCID 86739147HCID 86739147, compound

Product 1

HCID 20476699HCID 20476699, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2.1 g (0.02 mole) of sulfur dichloride was dissolved in 35 ml of carbon tetrachloride, and 1.6 g (0.02 mole) of pyridine was dropwise added to the resulting solution at 0° to 5° C. After completion of the dropwise addition, 4.3 g (0.02 mole) of isopropyl iminodiacetate was further dropwise added thereto at 10° to 20° C., and the resulting mixture was stirred for one hour at the same temperature. After completion of the reaction, crystals were filtered off, and the mother liquor was concentrated under reduced pressure to obtain an oily product. Yield: 5.5 g (97%).

Workup

  1. additionwas further dropwise added
  2. customAfter completion of the reaction, crystals
  3. filtrationwere filtered off
  4. concentrationthe mother liquor was concentrated under reduced pressure
  5. customto obtain an oily product

Sources & evidence

ORD record
ord-8d99742e5c524ad18203ec08b3f2833d
Source dataset
uspto-grants-1983_12
Patent number
US04421693

Reaction notes

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