Water → N-((2S)-Tetrahydrofurfuryl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide

HRID 2301621Notes

Reaction equation

HRID 2301621 reaction equation
[CH2:1]([NH:7][S:8]([C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[C:13]([N+:18]([O-:20])=[O:19])[C:12]=1Cl)(=[O:10])=[O:9])[C@H:2]1[O:6][CH2:5][CH2:4][CH2:3]1.[H-].[Na+].[OH2:24]>>[CH2:1]([NH:7][S:8]([C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[C:13]([N+:18]([O-:20])=[O:19])[C:12]=1[OH:24])(=[O:10])=[O:9])[C@H:2]1[O:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 69824390HCID 69824390, compound

Product 1

HCID 69824924N-((2S)-Tetrahydrofurfuryl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamideYield 26.4%

Procedure

Following the general hydrolysis procedure outlined in example 15, N-((2S)-tetrahydrofurfuryl)-2,6-dichloro-3-nitrobenzenesulfonamide (1.12 g, 3.15 mmol), 80% NaH (284 mg, 9.47 mmol) and water (0.057 mL, 3.16 mmol) were reacted to form the desired product (280 mg, 26%). EI-MS m/z 335(M-H)−.

Workup

  1. customthe general hydrolysis procedure
  2. customwere reacted

Sources & evidence

ORD record
ord-c9513321b9844e808c0879998894269c
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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