Ethyl Bromide → HCID 13476341, compound

HRID 1980647Notes

Reaction equation

HRID 1980647 reaction equation
[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].[CH2:25](N(C(C)C)C(C)C)[CH3:26].BrCC>O1CCOCC1>[CH2:1]([CH:3]1[C:9](=[O:10])[N:8]2[CH:4]1[S:5][C:6]([S:24][CH2:25][CH3:26])=[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]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 81531DiisopropylethylamineHCID 20275779HCID 20275779, compound

Product 1

HCID 13476341HCID 13476341, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 0.5 g of 4-nitrobenzyl 6-ethyl-7-oxo-3-thioxo-4-thia-1-azabicyclo[3,2,0]heptane 2-carboxylate in 2 ml of dioxane was added, in one batch, 0.57 ml of N-ethyldiisopropylamine, then 0.10 ml of bromoethane. When the reaction was complete, the solution was evaporated in vacuo and chromatographed on silica gel, eluting with ethyl acetate/hexane mixtures to give the title product. (Yield 0.300 g)

Workup

  1. customthe solution was evaporated in vacuo
  2. customchromatographed on silica gel
  3. washeluting with ethyl acetate/hexane

Sources & evidence

ORD record
ord-0e3b6248584b496ab314b107040abb3a
Source dataset
uspto-grants-1985_04
Patent number
US04510086

Reaction notes

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