Pyridine → HCID 23462409, compound

HRID 2286726Notes

Reaction equation

HRID 2286726 reaction equation
C[C:2]1[N:9]2[C:5]([S:6][CH:7]=[CH:8]2)=[N:4][C:3]=1[CH2:10][OH:11].[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1.N1C=CC=C[CH:23]=1>C(Cl)(Cl)Cl.C(O)(C)C>[ClH:12].[CH3:23][C:8]1[N:9]2[CH:2]=[C:3]([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:4]=[C:5]2[S:6][CH:7]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 85014-Chlorobenzoyl chlorideHCID 23462415HCID 23462415, compound

Product 1

HCID 23462409HCID 23462409, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6212ChloroformSolvent2×

Procedure

A solution of 5 g of 5-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 chlorine 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-efff772f36774f189303e134455d81a4
Source dataset
uspto-grants-1981_05
Patent number
US04267339

Reaction notes

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