Pyridine → HCID 23462409, compound

HRID 2164064Notes

Reaction equation

HRID 2164064 reaction equation
[CH3:1][C:2]1[N:3]2[CH:9]=[C:8]([CH2:10][OH:11])[N:7]=[C:4]2[S:5][CH:6]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1.N1C=CC=CC=1>C(Cl)(Cl)Cl.C(O)(C)C>[ClH:12].[CH3:1][C:2]1[N:3]2[CH:9]=[C:8]([CH2:10][O:11][C:17](=[O:18])[C:16]3[CH:20]=[CH:21][C:13]([Cl:12])=[CH:14][CH:15]=3)[N:7]=[C:4]2[S:5][CH:6]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 85014-Chlorobenzoyl chlorideHCID 13060090HCID 13060090, compound

Product 1

HCID 23462409HCID 23462409, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6212ChloroformSolvent2×

Procedure

A solution of 5 g of 3-methyl-6-hydroxymethyl-imidazo-(2,1-b)thiazole in 100 ml of dry chloroform is dropped at room temperature into a solution of 20 ml of p-chlorobenzoyl chloride and 12 ml of pyridine in 75 ml of dry chloroform. The solution is stirred for 30 minutes at room temperature and filtered. The filtrate is concentrated under vacuum; the residue obtained is dissolved in isopropanol and a stream of dry hydrogen chloride is bubbled into the solution to yield 6 g of 3-methyl-6-p-chlorobenzoyloxymethyl-imidazo-(2,1-b)thiazole hydrochloride; m.p. 198°-199°.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated under vacuum
  3. customthe residue obtained
  4. customa stream of dry hydrogen chloride is bubbled into the solution

Sources & evidence

ORD record
ord-887bc99944de47bda786d4e9797919dd
Source dataset
uspto-grants-1979_01
Patent number
US04137320

Reaction notes

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