Sodium Carbonate → 2-(2-Pyridyl)thiazolo[3,2-a]benzimidazole

HRID 4308Notes

Reaction equation

HRID 4308 reaction equation
[SH:1][C:2]1[N:6]([CH2:7][C:8](=O)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[N:3]=1.C([O-])([O-])=O.[Na+].[Na+]>>[N:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:8]1[S:1][C:2]2=[N:3][C:4]3[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=3[N:6]2[CH:7]=1

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 178418496HCID 178418496, compound

Product 1

HCID 143917862-(2-Pyridyl)thiazolo[3,2-a]benzimidazoleYield 37.5%

Procedure

A solution of 2-mercapto-1-[2-oxo-2-(2-pyridyl)ethyl]benzimidazole (1 g.) in polyphosphoric acid was heated at 140° C. for 1 hour. The solution was neutralised with Na2CO3 solution and extracted into EtOAc (700 ml). The extracts were dried (MgSO4) and evaporated to give a solid which was recrystallised from EtOAc/EtOH to give the title compound (0.35 g.) mp 222°-4° C.

Workup

  1. extractionextracted into EtOAc (700 ml)
  2. dry with materialThe extracts were dried (MgSO4)
  3. customevaporated
  4. customto give a solid which
  5. customwas recrystallised from EtOAc/EtOH

Sources & evidence

ORD record
ord-374e80436b6f4dea998738769e836db4
Source dataset
uspto-grants-1988_02
Patent number
US04725605

Reaction notes

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