Sulfuric Acid → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamide

HRID 2072484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072484
O[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[CH2:12][N:13]1[CH2:20][CH2:19][C:16]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:17]#[N:18])[CH2:15][CH2:14]1.S(=O)(=O)(O)[OH:29].[OH-].[NH4+]>>[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][C:3]=1[CH2:12][N:13]1[CH2:14][CH2:15][C:16]([NH:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:17]([NH2:18])=[O:29])[CH2:19][CH2:20]1

Komponenten

4

Edukt 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 543671651-[(1,2,3,4-Tetrahydro-1-hydroxy-2-naphthalenyl)methyl]-4-anilino isonipecotonitrile

Produkt 1

HCID 214082231-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamide

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 1-[(1,2,3,4-tetrahydro-1-hydroxy-2-naphthalenyl)-methyl]-4-anilino isonipecotonitrile (5.0 g) and 90% sulfuric acid (60.0 g) is heated for 10 minutes at 70° C. The mixture is then stirred at room temperature for an additional hour. The reaction mixture is poured into ice-water, basified with ammonium hydroxide, and extracted with chloroform. Concentration of the dried chloroform solution followed by trituration with benzene yields the title compound.

Aufarbeitung

  1. extractionextracted with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-2ae114cd6fcf489ea27716a49e175767
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04051248

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