Hydrochloric Acid → HCID 21460698, compound

HRID 2082541Notes

Reaction equation

HRID 2082541 reaction equation
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8](=[O:27])[CH2:9][NH:10][C:11]2[C:19]3[C:14](=[CH:15][C:16]([Cl:21])=[CH:17][C:18]=3[Cl:20])[NH:13][C:12]=2[C:22]([O:24]CC)=[O:23])=[CH:6][CH:5]=1)([O-:3])=[O:2].O.[OH-].[Li+].Cl>O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8](=[O:27])[CH2:9][NH:10][C:11]2[C:19]3[C:14](=[CH:15][C:16]([Cl:21])=[CH:17][C:18]=3[Cl:20])[NH:13][C:12]=2[C:22]([OH:24])=[O:23])=[CH:28][CH:29]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 21460738HCID 21460738, compound

Product 1

HCID 21460698HCID 21460698, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Mix 3-[(4-nitrophenacyl)amino]-2-carbethoxy-4,6-dichloroindole (161 mg, 0.381 mmol), tetrahydrofuan (20 ml) and water (20 mL). Add lithium hydroxide monohydrate (64 mg, 1.52 mmol) and stir overnight. Heat at reflux for 4 hours, cool to room temperature and pour onto 1N hydrochloric acid (100 mL). Collect the resulting solid by filtration and air dry to give the title compound (148 mg, 99%); mp 270°-72° C.

Workup

  1. temperatureHeat
  2. temperatureat reflux for 4 hours
  3. customCollect the resulting solid
  4. filtrationby filtration and air
  5. customdry

Sources & evidence

ORD record
ord-dacd0398c4e34cf9a5e06a4afc441912
Source dataset
uspto-grants-1993_02
Patent number
US05189054

Reaction notes

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