N,N-Diethylethylenediamine → HCID 70549843, compound

HRID 127408Notes

Reaction equation

HRID 127408 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7][NH2:8])[CH2:4][CH3:5])[CH3:2].[O:9]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([C:19]([Cl:21])=[O:20])[C:13]=2[O:12][CH2:11][CH2:10]1>CC(C)=O>[ClH:21].[CH2:1]([N:3]([CH2:6][CH2:7][NH:8][C:19]([C:18]1[C:13]2[O:12][CH2:11][CH2:10][O:9][C:14]=2[CH:15]=[CH:16][CH:17]=1)=[O:20])[CH2:4][CH3:5])[CH3:2]

Participants

4

Reactant 2

HCID 60993N,N-DiethylethylenediamineHCID 27950312,3-Dihydro-1,4-benzodioxine-5-carbonyl chloride

Product 1

HCID 70549843HCID 70549843, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

21 g of diethylaminoethylamine and 85 ml of acetone were introduced into a balloon flask provided with an agitator and a thermometer. The mixture was cooled to 0° C. and then 36 g of 1,4-benzodioxane-5-carbonyl chloride were added. The crystals formed at ambient temperature were dried off, washed with acetone, dried and purified by recrystallization from isopropyl alcohol. 36.5 g of N-(diethylaminoethyl)-1,4-benzodioxane-5-carboxamide hydrochloride were obtained (M.P.: 120° C.; yield: 64%).

Workup

  1. customprovided with an agitator
  2. customThe crystals formed at ambient temperature
  3. customwere dried off
  4. washwashed with acetone
  5. customdried
  6. custompurified by recrystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-3996c58d904f44a786af21740ac4ef7d
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Reaction notes

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