1(2H)-Naphthalenone, 2-((dimethylamino)methyl)-3,4-dihydro-, hydrochloride (1:1) → 1-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotonitrile

HRID 2072481Notes

Reaction equation

HRID 2072481 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16])[CH3:4].[NH:17]([C:24]1([C:30]#[N:31])[CH2:29]CNC[CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[O:16]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14][CH2:15][CH:6]1[CH2:5][N:3]1[CH2:2][CH2:25][C:24]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:30]#[N:31])[CH2:29][CH2:4]1

Participants

4

Reactant 2

HCID 1998671(2H)-Naphthalenone, 2-((dimethylamino)methyl)-3,4-dihydro-, hydrochloride (1:1)HCID 232988744-Anilino isonipecotonitrile

Product 1

HCID 538211251-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[(Dimethylamino)methyl]-3,4-dihydro-1(2H)-naphthalenone, hydrochloride (10.0 g) and 4-anilino isonipecotonitrile (10.2 g) are dissolved in absolute ethanol (150 ml) by brief heating. The reaction mixture is stirred at room temperature under nitrogen for 16 hours. The resulting precipitate is collected by filtration, washed with additional absolute ethanol, and dried in vacuo to give the title compound.

Workup

  1. filtrationThe resulting precipitate is collected by filtration
  2. washwashed with additional absolute ethanol
  3. customdried in vacuo

Sources & evidence

ORD record
ord-b005c0da1ee9437c976e54314e4ed52c
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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