Phosgene → HCID 19892240, compound

HRID 2295713Notes

Reaction equation

HRID 2295713 reaction equation
[CH3:1][C:2]1([C:5]([NH:7][NH2:8])=[O:6])[CH2:4][CH2:3]1.[C:9](Cl)(Cl)=[O:10]>C(Cl)Cl>[O:10]=[C:9]1[N:8]=[N:7][CH:5]([C:2]2([CH3:1])[CH2:4][CH2:3]2)[O:6]1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 107491571-Methylcyclopropanecarbohydrazide

Product 1

HCID 19892240HCID 19892240, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

85 gm of 1-methylcyclopropane carboxylic acid hydrazide was added to methylene chloride on a 3-neck 2-liter round bottom flask. The system was first cooled to 0°-5° C. and 590.5 gm of a 12.5% solution of phosgene added dropwise over a period of time. The system was then heated at reflux for 7 hours. The methylene chloride was removed by stripping. The product was washed with petroleum ether and filtered to give 66.6 gm of 2-oxo-5-(1'-methylcyclopropyl)-1,3,4-oxadiazoline as light brown crystals, m.p. 68°-70° C.

Workup

  1. temperatureThe system was first cooled to 0°-5° C.
  2. temperatureThe system was then heated
  3. temperatureat reflux for 7 hours
  4. customThe methylene chloride was removed by stripping
  5. washThe product was washed with petroleum ether
  6. filtrationfiltered

Sources & evidence

ORD record
ord-4be6f102ca8243b8a6947ac6a9da67b2
Source dataset
uspto-grants-1984_01
Patent number
US04426379

Reaction notes

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