Water → HCID 18373519, compound

HRID 2301567Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][S:16]([C:19]2[C:24]([Cl:25])=[CH:23][CH:22]=[C:21]([N+:26]([O-:28])=[O:27])[C:20]=2Cl)(=[O:18])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[OH2:32]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][S:16]([C:19]2[C:24]([Cl:25])=[CH:23][CH:22]=[C:21]([N+:26]([O-:28])=[O:27])[C:20]=2[OH:32])(=[O:18])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 962Water

HCID 24758Sodium hydride

HCID 18373563HCID 18373563, compound

Product 1

HCID 18373519HCID 18373519, compoundYield 58.2%

Procedure

Following the general hydrolysis procedure outlined in example 15, N-[(1-tert-butoxycarbonylpiperidin-4-yl)methyl]-2,6dichloro-3-nitrobenzenesulfonamide (800 mg, 1.89 mmol), 60% NaH (227 mg, 5.67 mmol) and water (41 μL, 2.27 mmol) were reacted to form the desired product (495 mg, 58%). EI-MS (m/z) 447.92, 449.84 (M−).

Workup

customthe general hydrolysis procedure
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Sources & evidence

ORD record: ord-8ff327acaab9423ca6d15b4c8ae98350
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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