4-[(dimethylamino)methyl]benzonitrile → HCID 19881402, compound

HRID 847414Notes

Reaction equation

HRID 847414 reaction equation
[CH:1]1[C:18]2[C:5](=[C:6]([C:19]3[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=3[CH2:21][Br:22])[C:7]3[C:16]([CH:17]=2)=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[CH3:27][N:28]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]#[N:38])=[CH:33][CH:32]=1)[CH3:29].[PH4+].[AsH4+]>C(#N)C.C(OCC)C>[Br-:22].[C:37]([C:34]1[CH:33]=[CH:32][C:31]([CH2:30][N+:28]([CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[C:6]2[C:7]3[C:16](=[CH:15][C:14]4[C:9]([CH:8]=3)=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH:17]=[C:18]3[C:5]=2[CH:4]=[CH:3][CH:2]=[CH:1]3)([CH3:27])[CH3:29])=[CH:36][CH:35]=1)#[N:38]

Participants

7

Reactant 4

HCID 8263294-[(dimethylamino)methyl]benzonitrileHCID 5460504PhosphoniumHCID 5460506ArsoniumHCID 19881404HCID 19881404, compound

Product 1

HCID 19881402HCID 19881402, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of (B) and N,N-dimethyl-4-cyano benzylamine in acetonitrile was refluxed for 2 hours. The reaction mixture was then poured into diethyl ether, and the crude product was collected by filtration. The crude product was recrystallized from ethanol. The same reaction can be used to prepare the corresponding phosphonium and arsonium salts.

Workup

  1. temperaturewas refluxed for 2 hours
  2. filtrationthe crude product was collected by filtration
  3. customThe crude product was recrystallized from ethanol
  4. customThe same reaction

Sources & evidence

ORD record
ord-c99f46cb7eb8477eb0e8a2917d7c6568
Source dataset
uspto-grants-1992_08
Patent number
US05141969

Reaction notes

Loading…