HCID 15042235, compound → HCID 15053441, compound

HRID 1886644Notes

Reaction equation

HRID 1886644 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.[CH:17]([NH2:20])=[CH:18][CH3:19]>O1CCCC1>[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]([NH:20][CH2:17][CH:18]=[CH2:19])=[O:11])[CH2:7]1

Participants

4

Reactant 2

HCID 15042235HCID 15042235, compoundHCID 53650673Prop-1-en-1-amine

Product 1

HCID 15053441HCID 15053441, compoundYield 65.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5.6 g (0.02 mole) of 3-(3,4-dichlorophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 3.0 g (0.04 mole) of propenylamine, and stirring was continued for 18 hr. The reaction mixture was diluted with 200 ml of ice water, and the solid which formed was collected by filtration, yielding 7.1 g of crude wet product. Recrystallization from benzene/ligroin yielded 3.95 g (65.6%) of white crystals, m.p. 98°-99° C.

Workup

  1. customthe solid which formed
  2. filtrationwas collected by filtration
  3. customyielding 7.1 g of crude wet product
  4. customRecrystallization from benzene/ligroin

Sources & evidence

ORD record
ord-dedaf34a3dea49cb838bee5532199fe6
Source dataset
uspto-grants-1992_09
Patent number
US05151418

Reaction notes

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