Methylamine → HCID 19906226, compound

HRID 2371748Notes

Reaction equation

HRID 2371748 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9](Cl)=[O:10])[CH2:6]1.[CH3:20][NH2:21]>O1CCCC1.O>[Cl:1][C:2]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9]([NH:21][CH3:20])=[O:10])[CH2:6]1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15042232HCID 15042232, compound

Product 1

HCID 19906226HCID 19906226, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5.2 g (0.017 mol) of 3-(2-chloro-5-trifluoromethylphenoxy)-1-azetidinecarbonyl chloride in 20 mL of tetrahydrofuran was treated all at once with 4 g (0.05 mol) of 40% aqueous monomethylamine and stirred for 16 hr. The reaction mixture was diluted with 200 mL of water and the oil globules which separated slowly solidified on standing. Filtration yielded 4 g of crude product which was recrystallized from benzene/ligroin yielding 3.3 g (62.9%) of fine white crystalline product, mp 132°-133° C.

Workup

  1. customthe oil globules which separated slowly solidified
  2. filtrationFiltration

Sources & evidence

ORD record
ord-6f9fe5d82e5a461b9e3b065a30381e7a
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

Loading…