Iodine → 6-Phenyl-2-(2-pyridin-2-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-one

HRID 1378490Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][NH:9][C:10]([C:12]1[C:13]([SH:24])=[N:14][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:16][CH:17]=1)=[O:11].II>>[C:18]1([C:15]2[N:14]=[C:13]3[S:24][N:9]([CH2:8][CH2:7][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)[C:10](=[O:11])[C:12]3=[CH:17][N:16]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

Reactant 2

HCID 807Iodine

HCID 178418325HCID 178418325, compound

Product 1

HCID 232878866-Phenyl-2-(2-pyridin-2-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-oneYield 91.3%

Procedure

Using the procedure of Example 20, 14.0 g (41.6 mmol) of 4-mercapto-2-phenyl-pyrimidine-5-carboxylic acid (2-pyridin-2-yl-ethyl)-amide were treated with 10.6 g (41.7 mmol) of iodine to give 12.7 g of the title compound after recrystallization from ethanol, mp 132°-133° C.

Sources & evidence

ORD record: ord-b327925d3c1f4686a3b1448a4e0f8a14
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05668162

Reaction notes

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