Iodine → 6-Piperidin-1-yl-isothiazolo[5,4-d]pyrimidin-3-one

HRID 53691Notes

Reaction equation

HRID 53691 reaction equation
[SH:1][C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[CH:6][N:5]=[C:4]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[N:3]=1.II>>[N:11]1([C:4]2[N:3]=[C:2]3[S:1][NH:10][C:8](=[O:9])[C:7]3=[CH:6][N:5]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 807IodineHCID 178418263HCID 178418263, compound

Product 1

HCID 232878846-Piperidin-1-yl-isothiazolo[5,4-d]pyrimidin-3-oneYield 69.6%

Procedure

Using the procedure of Example 20, 20.8 g (87.4 mmol) of 4-mercapto-2-piperidin-1-yl-pyrimidine-5-carboxylic acid amide were treated with 22.2 g (87.4 mmol) of iodine to give 14.37 g of the title compound after recrystallization from dimethylformamide, mp 268°-269° C.

Sources & evidence

ORD record
ord-d524bc28d5ea4b24ac53145c1fb85ab4
Source dataset
uspto-grants-1997_04
Patent number
US05620997

Reaction notes

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