Potassium Carbonate → HCID 136374667, compound

HRID 1467505Notes

Reaction equation

HRID 1467505 reaction equation
C([O:3][CH:4](OCC)[C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[NH:23][C:21]3[C:22]4[C:13](=[N:14][NH:15][C:16](=[O:24])[C:17]=4[CH:18]=[CH:19][CH:20]=3)[CH:12]2[C:25]2[CH:30]=[CH:29][C:28]([CH:31](OCC)[O:32]CC)=[CH:27][CH:26]=2)=[CH:7][CH:6]=1)C.C(=O)([O-])[O-].[K+].[K+]>Cl>[O:24]=[C:16]1[C:17]2[CH:18]=[CH:19][CH:20]=[C:21]3[NH:23][CH:11]([C:8]4[CH:7]=[CH:6][C:5]([CH:4]=[O:3])=[CH:10][CH:9]=4)[CH:12]([C:25]4[CH:30]=[CH:29][C:28]([CH:31]=[O:32])=[CH:27][CH:26]=4)[C:13]([C:22]=23)=[N:14][NH:15]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136409115HCID 136409115, compound

Product 1

HCID 136374667HCID 136374667, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 8,9-bis(4-(diethoxymethyl)phenyl)-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (120 mg, 0.22 mmol) in 3N hydrochloric acid (5 mL) was stirred at room temperature for 3 hr. Then the mixture was neutralized (basified) with potassium carbonate to pH=8. The resulting suspension was filtered to give 4,4′-(3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazine-8,9-diyl)dibenzaldehyde (80 mg, yield 97%) as a light yellow solid. LC-MS (ESI) m/z: 396 (M+1)+.

Workup

  1. filtrationThe resulting suspension was filtered

Sources & evidence

ORD record
ord-e8c444d386b34b18938743056bbe2cc3
Source dataset
uspto-grants-2015_04
Patent number
US08999987B2

Reaction notes

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