Water → HCID 15058916, compound

HRID 1461374Notes

Reaction equation

HRID 1461374 reaction equation
[Cl:1][C:2]1[S:3][C:4]([N+:8]([O-:10])=[O:9])=[C:5](Cl)[N:6]=1.[I-:11].[Na+].O>CC(C)=O>[Cl:1][C:2]1[S:3][C:4]([N+:8]([O-:10])=[O:9])=[C:5]([I:11])[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5238Sodium IodideHCID 138518172,4-Dichloro-5-nitro-1,3-thiazole

Product 1

HCID 15058916HCID 15058916, compoundYield 25.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

39.8 g (0.2 mol) of 2,4-dichloro-5-nitrothiazole are dissolved in 500 ml of acetone and, after addition of 90 g (0.6 mol) of sodium iodide, the mixture is stirred at room temperature for about 6 days, the progress of the reaction being monitored by gas chromatography. The solvent is then stripped off in vacuo and the residue is stirred into water, filtered off, washed with water and dried. A substance mixture which, according to analysis by gas chromatography, contains 71.5% of 2-iodo-4-chloro-5-nitrothiazole and 25.8% of 2-chloro-4-iodo-5-nitrothiazole is obtained. HPLC (=high pressure liquid chromatography) chromatographic separation gave the pure substances with the following melting points:

Workup

  1. filtrationfiltered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-8297d61230dc46749e9cd4c352278c2f
Source dataset
uspto-grants-1991_12
Patent number
US05075326

Reaction notes

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