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2-Benzoylbenzoic Acid → 1-{2-(4-phenyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthalene

HRID 324029
Notes
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Reaction equation

HRID 324029 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:22][CH2:23][CH3:24])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=3)[CH:12]=[C:11]([CH2:25][OH:26])[CH:10]=2)[CH:6]=[CH:5][N:4]=1)[NH2:2].[C:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=O)(O)=[O:28]>C(O)CO>[C:38]1([C:36]2[C:31]3[C:30](=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:27](=[O:28])[N:1]([C:3]3[CH:8]=[C:7]([C:9]4[C:18]5[C:13](=[CH:14][C:15]([O:22][CH2:23][CH3:24])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=5)[CH:12]=[C:11]([CH2:25][OH:26])[CH:10]=4)[CH:6]=[CH:5][N:4]=3)[N:2]=2)[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 68132-Benzoylbenzoic AcidHCID 220073321-(2-Hydrazino-4-pyridyl)-3-hydroxymethyl-6,7-diethoxynaphthalene

Product 1

HCID 220074381-{2-(4-phenyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthaleneYield 75.7%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

1-(2-Hydrazino-4-pyridyl)-3-hydroxymethyl-6,7-diethoxynaphthalene (177 mg), 1-carboxy-2-phenylcarbonylbenzene (191 mg) and ethylene glycol (1 ml) are treated in the same manner as in Example 104-(3) to give 1-{2-(4-phenyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthalene (206 mg), which is listed in Table 14.

Sources & evidence

ORD record
ord-6b7bf1e011f848d2a523a89e8a5d493e
Source dataset
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06214996B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes