Methyl iodide → 3-(2-Amino-5-chlorothiazol-4-yl)-1-methylpyridinium iodide

HRID 653613Notes

Reaction equation

HRID 653613 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH2:7])=[N:4][C:3]=1[C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1.[I:14][CH3:15]>C(#N)CCC>[I-:14].[NH2:7][C:5]1[S:6][C:2]([Cl:1])=[C:3]([C:8]2[CH:9]=[N+:10]([CH3:15])[CH:11]=[CH:12][CH:13]=2)[N:4]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 129408895-Chloro-4-(pyridin-3-yl)-thiazol-2-amine

Product 1

HCID 198894883-(2-Amino-5-chlorothiazol-4-yl)-1-methylpyridinium iodide

Reagents, catalysts & solvents 1

HCID 8008ButyronitrileSolvent

Procedure

A suspension of 10 g of 5-chloro-4-(pyridin-3-yl)-thiazol-2-amine (obtained in Example 1b) in 50 ml of butyronitrile was heated at reflux for 2 h with 10 ml of iodomethane. After cooling down of the mixture, the resulting solid was filtered off and recrystallized from methanol to give 13,3 g of 3-(2-amino-5-chlorothiazol-4-yl)-1-methylpyridinium iodide.

Workup

  1. temperaturewas heated
  2. temperatureAfter cooling down of the mixture
  3. filtrationthe resulting solid was filtered off
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-68ccb6c7d9d94c09ac1534c4b0380190
Source dataset
uspto-grants-1992_07
Patent number
US05128340

Reaction notes

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