Ammonium Hydroxide → HCID 15053447, compound

HRID 2081453Notes

Reaction equation

HRID 2081453 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10](Cl)=[O:11])[CH2:7]1.[OH-].[NH4+:18]>O1CCCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10]([NH2:18])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 15042235HCID 15042235, compound

Product 1

HCID 15053447HCID 15053447, compoundYield 57.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5.6 g (0.02 mole) of 3-(3,4-dichlorophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated while stirring with 3 ml (0.04 mole) of 57% ammonium hydroxide. After stirring for 18 hr, the reaction mixture was diluted with 200 ml of water and the solid which separated was collected by filtration, 6.6 g. Recrystallization from ethanol-water yielded 3.0 g of white granular crystals, m.p. 179°-184° C. A second recrystallization from isopropanol yielded 2.7 g (51.7%) of fine white crystals, m.p. 185°-187° C.

Workup

  1. customthe solid which separated
  2. filtrationwas collected by filtration, 6.6 g
  3. customRecrystallization from ethanol-water

Sources & evidence

ORD record
ord-b7c66cde805b4b939521c54f66ad99fe
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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