Acrylonitrile → HCID 21516058, compound

HRID 1284289Notes

Reaction equation

HRID 1284289 reaction equation
[NH2:1][CH2:2][C:3]1[NH:4][C:5]2[C:10]([C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])=[CH:9][C:8]([Cl:19])=[CH:7][CH:6]=2.[C:20](#[N:23])[CH:21]=[CH2:22]>>[ClH:19].[Cl:19][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3]([CH2:2][NH:1][CH2:22][CH2:21][C:20]#[N:23])=[C:11]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18]

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 22763459HCID 22763459, compound

Product 1

HCID 21516058HCID 21516058, compound

Procedure

Treat 1.3 g of 2-aminomethyl-5-chloro-3-(2-fluorophenyl)indole with 8 ml of acrylonitrile and reflux for 16 hours. Concentrate to a residue and dissolve the residue in alcohol, e.g. ethanol. Add an ethanolic solution of hydrogen chloride, collect and dry the solid which precipitates out; the title compound melts at 212- 213°C.

Workup

  1. temperaturereflux for 16 hours
  2. concentrationConcentrate to a residue
  3. dissolutiondissolve the residue in alcohol
  4. additionAdd an ethanolic solution of hydrogen chloride
  5. customcollect
  6. customdry the solid which
  7. customprecipitates out

Sources & evidence

ORD record
ord-9917e0c055534000a466db083a026038
Source dataset
uspto-grants-1976_08
Patent number
US03978224

Reaction notes

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