N-(2-Aminoethyl)piperidine → N-[piperidino ethyl]-7-chloro-1,4-benzodioxane-5-carboxamide hydrochloride

HRID 1413162Notes

Reaction equation

HRID 1413162 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[Cl:10][C:11]1[CH:12]=[C:13]([C:21](Cl)=[O:22])[C:14]2[O:19][CH2:18][CH2:17][O:16][C:15]=2[CH:20]=1>C(C(C)=O)C>[ClH:10].[N:4]1([CH2:3][CH2:2][NH:1][C:21]([C:13]2[C:14]3[O:19][CH2:18][CH2:17][O:16][C:15]=3[CH:20]=[C:11]([Cl:10])[CH:12]=2)=[O:22])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 33944N-(2-Aminoethyl)piperidineHCID 205447037-Chloro-1,4-benzodioxane-5-carbonyl chloride

Product 1

HCID 70549227N-[piperidino ethyl]-7-chloro-1,4-benzodioxane-5-carboxamide hydrochlorideYield 129%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

150 ml of methyl ethyl ketone and 22 g of N-(aminoethyl)piperidine were introduced into a 500 ml balloon flask provided with an agitator and a thermometer. The mixture was cooled and then a suspension of 35 g of 7-chloro-1,4-benzodioxane-5-carbonyl chloride in 200 ml of methyl ethyl ketone was added at a temperature of from 15°-20° C. After agitation the crystals formed were dried off and then washed with methyl ethyl ketone. 35 g of N-[piperidino ethyl]-7-chloro-1,4-benzodioxane-5-carboxamide hydrochloride was produced (M.P.: 192° C.; yield: 64.5%).

Workup

  1. customprovided with an agitator
  2. temperatureThe mixture was cooled
  3. additionwas added at a temperature of from 15°-20° C
  4. customAfter agitation the crystals formed
  5. customwere dried off
  6. washwashed with methyl ethyl ketone

Sources & evidence

ORD record
ord-bfea8d1dcd1d46c8ab12cc7c673584a4
Source dataset
uspto-grants-1981_02
Patent number
US04248885

Reaction notes

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