Sodium Hydroxide → HCID 21622223, compound

HRID 1737079Notes

Reaction equation

HRID 1737079 reaction equation
C([O:3][C:4]([C:6]1[N:7]([NH:15][C:16]([C:18]2[NH:22][C:21]([C:23]([NH:25][N:26]3[C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=[C:27]3[C:35]([O:37]CC)=[O:36])=[O:24])=[CH:20][CH:19]=2)=[O:17])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])C.[OH-].[Na+]>N1C=CC=CC=1>[NH:22]1[C:21]([C:23]([NH:25][N:26]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH:28]=[C:27]2[C:35]([OH:37])=[O:36])=[O:24])=[CH:20][CH:19]=[C:18]1[C:16]([NH:15][N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[C:6]1[C:4]([OH:5])=[O:3])=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 70355299HCID 70355299, compound

Product 1

HCID 21622223HCID 21622223, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5,5'-[1H-pyrrole-2,5-diylbis(carbonylimino)-bis-1H-indole-2-carboxylic acid diethyl ester (42 mg, 08 mM) is dissolved in pyridine (1 mL) and the solution treated with N NaOH (0.2 mL). After 24 hrs the reation is treated with additional N NaOH (0.4 mL). After an additional 96 hrs the reaction is evaporated in vacuo and the residue dissolved in water (5 mL). The aqueous solution is acidified with N HCl to pH 2 and then freeze-dried, leaving 5,5'-[1H-pyrrole-2,5-diylbis(carbonylimino)-bis-1H-indole-2-carboxylic acid.

Workup

  1. customAfter an additional 96 hrs the reaction is evaporated in vacuo
  2. dissolutionthe residue dissolved in water (5 mL)
  3. customfreeze-dried

Sources & evidence

ORD record
ord-09e5d9b5c7b74b1b8e88b9dee2508f17
Source dataset
uspto-grants-1996_07
Patent number
US05541339

Reaction notes

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