Hydrochloric Acid → 7-(6-Carboxy-2,5-dichlorobenzoylamino)-2,3-dimethylbenzo[b]furan

HRID 342449Notes

Reaction equation

HRID 342449 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:4]2[C:5]([N:7]([C:10]3[C:15]4[O:16][C:17]([CH3:20])=[C:18]([CH3:19])[C:14]=4[CH:13]=[CH:12][CH:11]=3)[C:8](=[O:9])[C:3]=12)=[O:6].[OH-:25].[Na+].Cl>CO>[C:5]([C:4]1[C:3]([C:8]([NH:7][C:10]2[C:15]3[O:16][C:17]([CH3:20])=[C:18]([CH3:19])[C:14]=3[CH:13]=[CH:12][CH:11]=2)=[O:9])=[C:2]([Cl:1])[CH:23]=[CH:22][C:21]=1[Cl:24])([OH:25])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 599198757-(3,6-Dichlorophthalimido)-2,3-dimethylbenzo[b]furan

Product 1

HCID 702014897-(6-Carboxy-2,5-dichlorobenzoylamino)-2,3-dimethylbenzo[b]furan

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 7-(3,6-dichlorophthalimido)-2,3-dimethylbenzo[b]furan (100 mg) in a mixture of aqueous 1N-sodium hydroxide (2 ml) and methanol (3 ml) was stirred at ambient temperature overnight. The reaction mixture was acidified with 1N-hydrochloric acid. The separated solid was collected, washed with water and dried to give 7-(6-carboxy-2,5-dichlorobenzoylamino)-2,3-dimethylbenzo[b]furan (60 mg).

Workup

  1. customThe separated solid was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-69d5720df99043c1965ebca333b7cdfb
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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