Diethylamine → N,N-diethyl-2-[4-(quinoxalinyloxy)phenoxy]propanamide

HRID 64578

Reaction equation

HRID 64578 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[O:11][C:12]1[CH:23]=[CH:22][C:15]([O:16][CH:17]([CH3:21])[C:18](Cl)=[O:19])=[CH:14][CH:13]=1.[CH2:24]([NH:26][CH2:27][CH3:28])[CH3:25]>C(Cl)Cl>[CH2:24]([N:26]([CH2:27][CH3:28])[C:18](=[O:19])[CH:17]([O:16][C:15]1[CH:22]=[CH:23][C:12]([O:11][C:2]2[CH:3]=[N:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=2)=[CH:13][CH:14]=1)[CH3:21])[CH3:25]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 136705322-[4-(2-Quinoxalinyloxy)phenoxy]propionyl chloride

Product 1

HCID 13670533N,N-diethyl-2-[4-(quinoxalinyloxy)phenoxy]propanamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The title compound can be prepared by interaction of 2-[4-(2-quinoxalinyloxy)phenoxy]propionic acid with thionyl chloride in a suitable solvent such as chlorobutane. Add a solution of 3.3 g (0.01 mole) 2-[4-(2-quinoxalinyloxy)phenoxy]propionyl chloride in 30 cc methylene chloride to a cold (5° C.) solution of 1.8 g (0.025 mole) diethylamine in 30 cc methylene chloride. Stir the mixture at room temperature overnight. Wash the methylene chloride solution with water and dry over magnesium sulfate. Remove the methylene chloride under vacuum to yield N,N-diethyl-2-[4-(quinoxalinyloxy)phenoxy]propanamide.

Workup

  1. washWash the methylene chloride solution with water
  2. dry with materialdry over magnesium sulfate
  3. customRemove the methylene chloride under vacuum

Sources & evidence

ORD record
ord-7b160d66813745f18aafc58f5939045e
Source dataset
uspto-grants-1986_09
Patent number
US04609396

Linked notes

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