Dimethylformamide →

HRID 1380980Notes

Reaction equation

HRID 1380980 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:30]1[N:34]=[C:33]([NH2:35])[S:32][N:31]=1)[C:6]([NH:8][CH:9]1[C:28](=[O:29])[N:11]2[C:12]([C:25]([OH:27])=[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])[CH3:2].[CH3:36]N(C)C=O.C[I:42]>C(OCC)(=O)C>[IH:42].[CH2:1]([O:3][N:4]=[C:5]([C:30]1[N:34]=[C:33]([NH2:35])[S:32][N:31]=1)[C:6]([NH:8][CH:9]1[C:28](=[O:29])[N:11]2[C:12]([C:25]([O-:27])=[O:26])=[C:13]([CH:16]=[CH:17][S:18][CH2+:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]3[CH3:36])[CH2:14][S:15][C@H:10]12)=[O:7])[CH3:2]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 131714641HCID 131714641, compound

Product 0

No Product data yet.

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-[2-(2-pyridyl)thiovinyl]-3-cephem-4-carboxylic acid (syn isomer) (trans isomer) (1.5 g), dimetylformamide (15 ml) and methyliodide (1.5 ml) was shaked for six days at ambient temperature in a stainless-steel bomb. The reaction mixture was poured into ethyl acetate. The resultant, precipitate was collected by filtration and washed with ethyl acetate and dr d to give 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-[2-(1-methyl-2-pyridinio)thiovinyl]-3-cephem-4-carboxylate hydriodide (syn isomer) (trans isomer) (2.0 g).

Workup

  1. filtrationThe resultant, precipitate was collected by filtration
  2. washwashed with ethyl acetate and dr

Sources & evidence

ORD record
ord-24465bccb91e40dea655c55cffa25838
Source dataset
uspto-grants-1986_04
Patent number
US04584290

Reaction notes

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