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Pyrrole → 2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone

HRID 376737
Notes
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Reaction equation

HRID 376737 reaction equation
N1C=CC=[CH:2]1.[OH:6][C:7]1C2C(=CC=CC=2)C(O)=C[CH:8]=1.[OH:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]([OH:29])=[CH:21][C:20]=1[C:30]1[N:34](C)[C:33]([CH2:36]C(OC)=O)=[CH:32][CH:31]=1>>[C:7]([C:32]1[C:31]([CH3:2])=[C:30]([C:20]2[C:19](=[O:18])[C:28]3[C:23]([C:22](=[O:29])[CH:21]=2)=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:34][C:33]=1[CH3:36])(=[O:6])[CH3:8]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 8027PyrroleHCID 113051,4-NaphthalenediolHCID 15847235methyl [5-(1,4-dihydroxynaphthalen-2-yl)-1-methyl-1H-pyrrol-2-yl]acetate

Product 1

HCID 193590452-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone

Procedure

Among the pyrrole derivatives of 1,4-dihydroxynaphthalene which can be used according to the present invention, 2-(1-methyl-1H-pyrrol-2-yl)-[1,4]-dihydroxynaphthalene and methyl [5-(1,4-dihydroxynaphthalen-2-yl)-1-methyl-1H-pyrrol-2-yl]acetate are more particularly preferred.

Sources & evidence

ORD record
ord-406c902fc3c744f581da14a602377331
Source dataset
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06022379

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes