Water → cis 4-Thiocyanatomethyl-3-phthalimido-2-oxo-azetidine

HRID 345649Notes

Reaction equation

HRID 345649 reaction equation
[S-:1][C:2]#[N:3].[K+].I[CH2:6][C@H:7]1[NH:10][C:9](=[O:11])[C@H:8]1[N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22].O>CN(C)C=O>[S:1]([CH2:6][C@H:7]1[NH:10][C:9](=[O:11])[C@H:8]1[N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22])[C:2]#[N:3]

Participants

5

Reactant 3

HCID 962WaterHCID 516872Potassium thiocyanateHCID 13424465cis 4-Iodomethyl-3-phthalimido-2-oxo-azetidine

Product 1

HCID 86743759cis 4-Thiocyanatomethyl-3-phthalimido-2-oxo-azetidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.5 g of potassium thiocyanate were added at 75° C. with stirring to a mixture of 1.78 g of the product of Step A in 5 ml of dimethylformamide and the mixture was stirred for 31/2 hours and was poured into water. The mixture was vacuum filtered and the product was washed with water and dried. The product was empasted with hot isopropyl ether, vacuum filtered and dried to obtain 1.25 g of racemate of cis 4-thiocyanatomethyl-3-phthalimido-2-oxo-azetidine.

Workup

  1. filtrationfiltered
  2. washthe product was washed with water
  3. customdried
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-6ba9b0f6128243ea911d17fe24bfcbb5
Source dataset
uspto-grants-1991_10
Patent number
US05057512

Reaction notes

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