Hydrochloric Acid → HCID 21427319, compound

HRID 437898Notes

Reaction equation

HRID 437898 reaction equation
Br[CH2:2][CH2:3][C:4]([NH:6][C:7]1[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:8]=1[C:14](=[O:16])[CH3:15])=[O:5].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18].[ClH:22]>C1C=CC=CC=1.CCOCC>[ClH:22].[CH2:17]([N:19]([CH2:20][CH3:21])[CH2:2][CH2:3][C:4]([NH:6][C:7]1[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:8]=1[C:14](=[O:16])[CH3:15])=[O:5])[CH3:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8021DiethylamineHCID 21427337HCID 21427337, compound

Product 1

HCID 21427319HCID 21427319, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1.5 g of 3-bromo-2'-acetyl-6'-methylpropionanilide in 20 ml of benzene was added 0.8 g of diethylamine at room temperature. The resultant mixture was stirred at room temperature for 24 hours. The reaction mixture was washed with water, dried over anhydrous sodium sulfate and evaporated to give an oily residue. The residue was dissolved in ether and hydrogen chloride was added to the solution to give crystals. Recrystallization from ethanol gave 3-(diethylamino)-2'-acetyl-6'-methylpropionanilide hydrochloride having a melting point of 124° to 126° C.

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated
  4. customto give an oily residue
  5. customto give crystals
  6. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-51d96daf1f10444fa0ca6d2811d99968
Source dataset
uspto-grants-1977_06
Patent number
US04032573

Reaction notes

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