Aziridine → HCID 21428881, compound

HRID 437621Notes

Reaction equation

HRID 437621 reaction equation
[NH:1]1[CH2:3][CH2:2]1.C(=O)([O-])O.[Na+].[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14](Cl)=[O:15].[OH-].[Na+]>O>[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]([N:1]1[CH2:3][CH2:2]1)=[O:15]

Participants

6

Reactant 4

HCID 9033AziridineHCID 14798Sodium HydroxideHCID 789282-Thiophenecarbonyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 21428881HCID 21428881, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a cooled (0° c) mixture of 338 parts of a solution of aziridine in water 0.875 N and 22 parts of sodium hydrogen carbonate are added dropwise, during a 45 minutes-period, 87 parts of 2-thiophenecarbonyl chloride while stirring vigorously. Upon completion, stirring is continued for 45 minutes without cooling. The reaction mixture is warmed to room temperature and alkalized with a diluted sodium hydroxide solution till pH 8 is reached. The product is extracted three times with trichloromethane. The combined extracts are washed with water, dried, filtered and evaporated, yielding 42 parts of 1-(2-thienylcarbonyl)aziridine as a residue.

Workup

  1. temperatureTo a cooled
  2. stirringUpon completion, stirring
  3. temperaturewithout cooling
  4. extractionThe product is extracted three times with trichloromethane
  5. washThe combined extracts are washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-dbc2223509e344179ce1af1ec2221737
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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