2-Methylaziridine → HCID 11159895, compound

HRID 2304602Notes

Reaction equation

HRID 2304602 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 an 1N aqueous sodium hydroxide solution. To the mixture was added dropwise 4-chlorobenzoyl chloride (25 g) at 0° C. After addition, the mixture was stirred for additional 30 min. The reaction mixture was extracted with ethyl acetate. The extract was dried, concentrated under reduced pressure to afford the title compound (24.9 g, yield 89%).

Workup

  1. additionAfter addition
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. customThe extract was dried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-be0be5c292b6408886e1a10dec42be63
Source dataset
uspto-grants-2002_08
Patent number
US06436966B1

Reaction notes

Loading…