Sodium Hydroxide → 6-bromoimidazo[2,1-b]thiazole

HRID 2051112Notes

Reaction equation

HRID 2051112 reaction equation
Br.[NH:2]=[C:3]1[N:7]([CH2:8][C:9](O)=O)[CH:6]=[CH:5][S:4]1.P(Br)(Br)([Br:14])=O.[OH-].[Na+]>>[Br:14][C:9]1[N:2]=[C:3]2[N:7]([CH:8]=1)[CH:6]=[CH:5][S:4]2

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24613Phosphorus oxybromideHCID 67866643HCID 67866643, compound

Product 1

HCID 3299496-bromoimidazo[2,1-b]thiazole

Conditions

Temperature
140 °C

Procedure

A mixture of 10.0 g of 2-imino-4-thiazolin-3-yl-acetic acid hydrobromide and 30.0 g of phosphorus oxybromide is heated for 2 hours at 140° C. After cooling, the reaction mixture is poured into ice water, neutralized with 10% sodium hydroxide solution and filtered to collect the precipitated crystals. The crystals are recrystallized from toluene to afford the title compound of mp. 96°-98° C.

Workup

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customto collect the precipitated crystals
  4. customThe crystals are recrystallized from toluene

Sources & evidence

ORD record
ord-2369136b2bfa4f46bd4e240109c3e8f1
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

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