Hydrogen Peroxide → HCID 22100446, compound

HRID 1457765Notes

Reaction equation

[CH2:1]([C:3]1[C:4](=[O:32])[N:5]([C:9]([NH:11][CH:12]2[CH2:21][C:20]3[C:15](=[CH:16][C:17]([O:30][CH3:31])=[C:18]([S:22]([NH:25][C:26]([NH:28][CH3:29])=S)(=[O:24])=[O:23])[CH:19]=3)[O:14][CH2:13]2)=[O:10])[CH2:6][C:7]=1[CH3:8])[CH3:2].[OH:33]O>[OH-].[Na+]>[CH2:1]([C:3]1[C:4](=[O:32])[N:5]([C:9]([NH:11][CH:12]2[CH2:21][C:20]3[C:15](=[CH:16][C:17]([O:30][CH3:31])=[C:18]([S:22]([NH:25][C:26]([NH:28][CH3:29])=[O:33])(=[O:23])=[O:24])[CH:19]=3)[O:14][CH2:13]2)=[O:10])[CH2:6][C:7]=1[CH3:8])[CH3:2]

Participants

Conditions

Temperature: 0 °C

Procedure

1 g of 3-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-6-(methylaminothiocarbonylaminosulfonyl)-7-methoxychroman (Example 22) was suspended or dissolved in 20 ml of cold 0.5N sodium hydroxide solution. 1 ml of 37% strength hydrogen peroxide solution was added in the cold (-4° to 0° C.). The mixture was stirred at 0° C. for 1.5 hours. The crude product was precipitated by addition of 2N HCl and then purified over silica gel (eluting agent methylene chloride/glacial acetic acid 9:1). The product had a melting point of 245°-246° C.

Workup

customThe crude product was precipitated by addition of 2N HCl
custompurified over silica gel (eluting agent methylene chloride/glacial acetic acid 9:1)

Sources & evidence

ORD record: ord-d74821bc33754d3a88cbd44977500e98
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05849755

Reaction notes

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