2-Chloro-1,1,1-triethoxyethane → 2-(Chloromethyl)-[1,3]thiazolo[5,4-b]pyridine

HRID 3924

Reaction equation

HRID 3924 reaction equation
[NH2:1][C:2]1[C:3]([SH:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:9][CH2:10][C:11](OCC)(OCC)OCC>C(O)C>[Cl:9][CH2:10][C:11]1[S:8][C:3]2[C:2]([N:1]=1)=[CH:7][CH:6]=[CH:5][N:4]=2

Participants

4

Reactant 2

HCID 3059222-Chloro-1,1,1-triethoxyethaneHCID 178418545HCID 178418545, compound

Product 1

HCID 142042072-(Chloromethyl)-[1,3]thiazolo[5,4-b]pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 3-amino-2-mercaptopyridine (3.6 g) prepared by the method of J. Org. Chem., 29, 2652 (1963), 2-chloro-1,1,1-triethoxyethane (6.5 g) and ethanol (60 ml) was heated at 60° C. for 4 hours. The crude solid resulting from evaporation of ethanol was chromatographed over silica gel to obtain the product (2.94 g; m.p. 71°-73° C.).

Workup

  1. customprepared by the method of J
  2. customwas chromatographed over silica gel
  3. customto obtain the product (2.94 g; m.p. 71°-73° C.)

Sources & evidence

ORD record
ord-a0090fb00f2643b09c4adc1174b6350e
Source dataset
uspto-grants-1988_02
Patent number
US04723010

Linked notes

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