Hydrochloric Acid → HCID 23157318, compound

HRID 507943Notes

Reaction equation

HRID 507943 reaction equation
Cl[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N+:23]([O-:25])=[O:24])(=[O:16])=[O:15])=[CH:10][CH:11]=2)[O:6][C:5](=[O:26])[CH:4]=1.Cl.[OH-:28].[Na+]>>[N+:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[S:14]([NH:13][C:9]1[CH:10]=[CH:11][C:12]2[C:3]([CH2:4][C:5]([OH:26])=[O:28])=[CH:2][O:6][C:7]=2[CH:8]=1)(=[O:15])=[O:16])([O-:25])=[O:24]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23157572HCID 23157572, compound

Product 1

HCID 23157318HCID 23157318, compound

Procedure

A mixture of N-[4-(chloromethyl)-2-oxo-2H-chromen-7-yl]-2-nitrobenzenesulfonamide (14.3 g, 36.2 mmol) and 1 M aqueous sodium hydroxide solution (120 mL) was stirred at room temperature for 24 hr. The reaction mixture was acidified with 1 M hydrochloric acid, and the mixture was extracted with a mixed solvent of ethyl acetate and tetrahydrofuran. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (13.6 g, quant.) as pale-brown crystals.

Workup

  1. extractionthe mixture was extracted with a mixed solvent of ethyl acetate and tetrahydrofuran
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ae81fe33b16549128883424c4a558da5
Source dataset
uspto-grants-2010_08
Patent number
US07786165B2

Reaction notes

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