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Hydrochloric Acid → HCID 22025395, compound

HRID 1949128
Notes
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Reaction equation

HRID 1949128 reaction equation
[CH3:1][O:2][C:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][C:10]([C:16]([O:18]CC)=[O:17])=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]2[C:21]3[CH:22]=[C:23]([C:28]([O:30]CC)=[O:29])[CH:24]=[CH:25][C:26]=3[NH:27][C:4]=12.[OH-].[K+].Cl>CCO.O.C1COCC1>[CH3:1][O:2][C:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][C:10]([C:16]([OH:18])=[O:17])=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]2[C:21]3[CH:22]=[C:23]([C:28]([OH:30])=[O:29])[CH:24]=[CH:25][C:26]=3[NH:27][C:4]=12
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 9845566SR 13668

Product 1

HCID 22025395HCID 22025395, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 18504229Ethanol tetrahydrofuran waterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of diethyl 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylate (10 g, 23.23 mmol) and KOH (3.7 g) in EtOH/H2O/THF(120/40/10 mL) was heated to 90-100° C. under Ar and stirred for 4-6 h until all starting material disappeared. The reaction mixture was neutralized with 1N aq. HCl. The white ppt was collected by filtration and washed with small amount of water, dried under vacuum to give 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylic acid (8.3 g, 95%).

Workup

  1. filtrationThe white ppt was collected by filtration
  2. washwashed with small amount of water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-319bfa2a9a59448bbf32bb7dbf929005
Source dataset
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08399502B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes