Cyclopropylamine → HCID 15581949, compound

HRID 1111726Notes

Reaction equation

HRID 1111726 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([NH2:10])=[S:9].[CH:11]1(N)[CH2:13][CH2:12]1>O>[CH:11]1([NH:10][C:8](=[S:9])[CH2:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 30351632-Pyridineacetamide, thio-

Product 1

HCID 15581949HCID 15581949, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 7.6 g. (0.05 mole) of 2-(2-pyridyl)thioacetamide in a 40% aqueous solution of cyclopropylamine is refluxed for 45 minutes. After cooling, approximately 30 ml. of water is added. The reaction mixture is extracted three times with chloroform. The extracts are combined and dried over magnesium sulfate. The solvent is removed under reduced pressure. The residue is recrystallized twice from ethyl acetate/hexane to give N-cyclopropyl-2-(2-pyridyl)thioacetamide.

Workup

  1. temperatureAfter cooling
  2. extractionThe reaction mixture is extracted three times with chloroform
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent is removed under reduced pressure
  5. customThe residue is recrystallized twice from ethyl acetate/hexane

Sources & evidence

ORD record
ord-b8e087a1b0034817b66b7ed1f0a7b354
Source dataset
uspto-grants-1978_10
Patent number
US04118567

Reaction notes

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