Pyridine → HCID 70554382, compound

HRID 1156498Notes

Reaction equation

HRID 1156498 reaction equation
[Cl:1][C:2]([Cl:9])([Cl:8])[CH2:3][O:4][C:5](Cl)=[O:6].C(#N)C.[C:13]1(=[O:36])[N:17]([CH:18]2[C:29](=[O:30])[N:20]3[CH:21](C(O)=O)[C:22]([CH3:25])([CH3:24])[S:23][C@H:19]23)[C:16](=[O:31])[C:15]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:14]12.N1C=CC=CC=1>CN(C)C=O>[C:16]1(=[O:31])[N:17]([CH:18]2[C:29](=[O:30])[N:20]3[CH:21]([C:5]([O:4][CH2:3][C:2]([Cl:9])([Cl:8])[Cl:1])=[O:6])[C:22]([CH3:25])([CH3:24])[S:23][C@H:19]23)[C:13](=[O:36])[C:14]2=[CH:35][CH:34]=[CH:33][CH:32]=[C:15]12

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 870632,2,2-Trichloroethyl chloroformateHCID 70553421HCID 70553421, compound

Product 1

HCID 70554382HCID 70554382, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2,2,2-Trichloroethyl 6-phthalimido-2,2-dimethyl-penam-3-carboxylate is prepared by adding a solution of 11.6 g.(0.06 mole) of 2,2,2-trichloroethylchloroformate in 50 ml. of acetonitrile dropwise over a 15-minute period of a reaction mixture of 17.2 g.(0.05 mole) of 6-phthalimido-2,2-dimethyl-penam-3-carboxylic acid in 100 ml. of dimethyl formamide and 4.8 g.(0.06 mole) of pyridine at room temperature.

Workup

  1. additionby adding a solution of 11.6 g
  2. customat room temperature

Sources & evidence

ORD record
ord-c98eda0446134cd08c8d5dc49640fdb6
Source dataset
uspto-grants-1982_06
Patent number
US04336191

Reaction notes

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