2-Methylaziridine → HCID 11159895, compound

HRID 1062619Notes

Reaction equation

HRID 1062619 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 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of propyleneimine (12.3 mL) in tetrahydrofuran (160 mL) was added to 1N aqueous sodium hydroxide solution. To this mixture was added dropwise 4-chlorobenzoyl chloride (25 g) at 0C. After completion of dropwise addition, the mixture was stirred for further 30 min. The reaction mixture was extracted with ethyl acetate. The extract was dried, and the solvent was evaporated to give the title compound (24.9 g, yield 89%). oil.

Workup

  1. additionAfter completion of 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-d27cd19308e546b2a79ee48a7df80f09
Source dataset
uspto-grants-2005_11
Patent number
US06962933B1

Reaction notes

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