Hydrogen Peroxide → HCID 54704656, compound

HRID 2214703Notes

Reaction equation

HRID 2214703 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:5][N:6]([CH3:24])[C:7]([C:9]1[CH2:10][N:11]([CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][S:21][CH2:20][CH2:19]2)[C:12](=[O:15])[C:13]=1[OH:14])=[O:8].[OH:29]O>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:5][N:6]([CH3:24])[C:7]([C:9]1[CH2:10][N:11]([CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][S:21](=[O:29])[CH2:20][CH2:19]2)[C:12](=[O:15])[C:13]=1[OH:14])=[O:8]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 54704661HCID 54704661, compound

Product 1

HCID 54704656HCID 54704656, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 4-hydroxy-5-oxo-1-(2-thiomorpholin-4-yl-ethyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (3,4-dichloro-benzyl)-methyl-amide (108 mg, 0.243 mmol) in water (20 mL) was added 30% hydrogen peroxide (0.3 mL). After stirring overnight the reaction mixture was lyophilized to give the title compound as a white powder. 1HNMR (500 MHz, CDCl3) δ: 7.42 (1H, d, J=8.5 Hz), 7.34 (1H, s), 7.10 (1H, d, J=8.2 Hz), 4.59 (2H, s), 4.28 (2H, s), 3.89 (2H, t, J=5.8 Hz), 3.74–3.70 (2H, m), 3.63 (2H, t, J=11.9 Hz), 3.29–3.24 (2H, m), 3.18 (2H, t, J=11.9 Hz), 3.07–2.99 (2H, m), 3.01 (3H, s). HRMS calcd for C19H24Cl2N3O4S (M+H): 460.0865. found: 460.0884.

Sources & evidence

ORD record
ord-65a66c2f3f1d456387fba875e070cfaa
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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