Imidazole → HCID 20275779, compound

HRID 1980642Notes

Reaction equation

HRID 1980642 reaction equation
[CH2:1]([CH:3]1[C:9](=[O:10])[N:8]2[CH:4]1[S:5][C:6]([S:24]C(=O)C)=[C:7]2[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)=[O:12])[CH3:2].N1C=CN=C1>O1CCOCC1.O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>[CH2:1]([CH:3]1[C:9](=[O:10])[N:8]2[CH:4]1[S:5][C:6](=[S:24])[CH:7]2[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)=[O:12])[CH3:2]

Participants

6

Reactant 2

HCID 795ImidazoleHCID 20275790HCID 20275790, compound

Product 1

HCID 20275779HCID 20275779, compound

Reagents, catalysts & solvents 3

HCID 311Citric AcidSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 0.25 g of 4-nitrobenzyl 6-ethyl-7-oxo-3-acetylthio-4-thia-1-azabicyclo[3,2,0]hept-2-ene 2-carboxylate in 4 ml of dioxan and 0.5 ml of water was added, in one batch, 0.046 g of imidazole. After 10 minutes, the solution was diluted with 10 ml of 1M citric acid and extracted twice with dichloromethane. The combined organic extracts were washed with water, dried over magnesium sulphate, and evaporated in vacuo to give the title compound in a quantitative yield.

Workup

  1. extractionextracted twice with dichloromethane
  2. washThe combined organic extracts were washed with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-58fe63ae9e06454a9c54c3ecda6dc0cf
Source dataset
uspto-grants-1985_04
Patent number
US04510086

Reaction notes

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