Sodium Iodide → 3-[4-(2-Aminopyridin-3-yloxy)butyl]thiazolidine-2,4-dione

HRID 357016Notes

Reaction equation

HRID 357016 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12]Cl)=[CH:6][CH:5]=[CH:4][N:3]=1.[Na].[S:15]1[CH2:19][C:18](=[O:20])[NH:17][C:16]1=[O:21].[I-].[Na+]>>[NH2:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][N:17]2[C:18](=[O:20])[CH2:19][S:15][C:16]2=[O:21])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 189367812-Amino-3-(4-chlorobutyloxy)pyridineHCID 867387272,4-Thiazolidinedione sodium salt

Product 1

HCID 189367033-[4-(2-Aminopyridin-3-yloxy)butyl]thiazolidine-2,4-dione

Procedure

Using 10.06 g (50 mmol) of 2-amino-3-(4-chlorobutyloxy)pyridine, 6.97 g (50 mmol) of thiazolidine-2,4-dione sodium salt and 7.49 g (50 mmol) of sodium iodide, the same procedure as in Reference Example 11 was followed, to yield 9.53 g (67.8%, light yellow oily substance) of the desired product.

Sources & evidence

ORD record
ord-1df695eb32874ee8a019d3cfd6b0fba8
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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