Dimethylamine → HCID 15042213, compound

HRID 2371742Notes

Reaction equation

HRID 2371742 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9](Cl)=[O:10])[CH2:6]1.[CH3:17][NH:18][CH3:19]>O1CCCC1.O>[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9]([N:18]([CH3:19])[CH3:17])=[O:10])[CH2:6]1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 199062193-(2,4-Dichlorophenoxy)-1-azetidinecarbonyl chloride

Product 1

HCID 15042213HCID 15042213, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 4.8 g (0.017 mole) of 3-(2,4-dichlorophenoxy)-1-azetidinecarbonyl chloride in 20 mL of tetrahydrofuran was treated with 5.8 mL (0.05 mole) of 40% aqueous dimethylamine. After stirring for 5 h, the reaction mixture was diluted with 200 mL of water and the oil which separated was extracted into methylene chloride (3×30 mL). The combined extracts were dried (Whatman PS paper) and concentrated in vacuo, (5 g). The crude oil solidified on standing and was recrystallized from ligroin yielding 3.4 g (69.2%) of silver plate-like crystals, mp 62°-63° C.

Workup

  1. customthe oil which separated
  2. extractionwas extracted into methylene chloride (3×30 mL)
  3. customThe combined extracts were dried (Whatman PS paper)
  4. concentrationconcentrated in vacuo, (5 g)
  5. customwas recrystallized from ligroin yielding 3.4 g (69.2%) of silver plate-like crystals, mp 62°-63° C.

Sources & evidence

ORD record
ord-005ca715f5074b3fa087a638a1cf9521
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

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