2-Methylaziridine → HCID 11159895, compound

HRID 1268723Notes

Reaction equation

HRID 1268723 reaction equation
[CH3:1][CH:2]1[NH:4][CH2:3]1.[OH-].[Na+].[Cl:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](Cl)=[O:13])=[CH:10][CH:9]=1>O1CCCC1>[CH3:1][CH:2]1[N:4]([C:12]([C:11]2[CH:15]=[CH:16][C:8]([Cl:7])=[CH:9][CH:10]=2)=[O:13])[CH2:3]1

Participants

5

Reactant 3

HCID 63772-MethylaziridineHCID 85014-Chlorobenzoyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 11159895HCID 11159895, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of propyleneimine (12 mL, 0.15 mol) in tetrahydrofuran (160 mL) was added to 1N aqueous sodium hydroxide solution. To this mixture was added dropwise 4-chlorobenzoyl chloride (25 g, 0.14 mol) at 0° C. After the completion of the dropwise addition, the mixture was further stirred for 30 min. The reaction mixture was extracted with ethyl acetate. The extract was dried and the solvent was evaporated to give the title compound (25 g, yield 89%).

Workup

  1. additionAfter the completion of the dropwise addition
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. customThe extract was dried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-253371e85664488cb3231175e0026dcb
Source dataset
uspto-grants-2007_04
Patent number
US07199124B2

Reaction notes

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