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Iodine → 2-(2-Morpholin-4-yl-ethyl)-6-phenyl-isothiazolo[5,4-d)pyrimidin-3-one

HRID 3274
Notes
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Reaction equation

HRID 3274 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[C:13]([SH:24])=[N:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:16][CH:17]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.II>>[N:1]1([CH2:7][CH2:8][N:9]2[C:10](=[O:11])[C:12]3[C:13](=[N:14][C:15]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[N:16][CH:17]=3)[S:24]2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 807IodineHCID 1784182924-Mercapto-2-phenyl-pyrimidine-5-carboxylic acid (2-morpholin-4-yl-ethyl)-amide

Product 1

HCID 232878822-(2-Morpholin-4-yl-ethyl)-6-phenyl-isothiazolo[5,4-d)pyrimidin-3-oneYield 60.8%

Procedure

Using the procedure of Example 20, 2.0 g (5.81 mmol) of 4-mercapto-2-phenyl-pyrimidine-5-carboxylic acid (2-morpholin-4-yl-ethyl)-amide were treated with 1.47 g (5.81 mmol) of iodine to give 1.21 g of the title compound after recrystallization from isopropanol, mp 163°-165° C.

Sources & evidence

ORD record
ord-fa0ff816dc704f9d9450baa6edce85dc
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05733921

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes