Methyl iodide →

HRID 1380969Notes

Reaction equation

HRID 1380969 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[C:41](=[O:42])[N:11]2[C:12]([C:25]([O:27][CH:28]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:26])=[C:13]([CH:16]=[CH:17][S:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[CH2:14][S:15][C@H:10]12)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[I:44].[CH:45](OC(C)C)(C)C>CN(C)C=O>[I-:44].[C:1]([O:5][C:6]([NH:8][CH:9]1[C:41](=[O:42])[N:11]2[C:12]([C:25]([O:27][CH:28]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[O:26])=[C:13]([CH:16]=[CH:17][S:18][CH2+:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]3[CH3:45])[CH2:14][S:15][C@H:10]12)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 7914Diisopropyl EtherHCID 131714636HCID 131714636, compound

Product 0

No Product data yet.

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of benzhydryl 7-tert-butoxycarbonylamino-3-[2-(2-pyridyl)thiovinyl]-3-cephem-4-carboxylate (trans isomer) (5.0 g) N,N-dimethylformamide (25 ml) and methyl iodide (5 ml) was allowed to stand for 9 days at ambient temperature. The reaction mixture was poured into diisopropyl ether and the resultant oily residue was triturated with ethyl acetate and collected by filtration to give benzhydryl 7-tert-butoxycarbonylamino-3-[2-(1-methyl-2-pyridinio)thiovinyl]-3-cephem-4-carboxylate iodide (trans isomer) (5.2 g).

Workup

  1. customthe resultant oily residue was triturated with ethyl acetate
  2. filtrationcollected by filtration

Sources & evidence

ORD record
ord-a14b7e5c20f64be7b7a108530f295a65
Source dataset
uspto-grants-1986_04
Patent number
US04584290

Reaction notes

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