Hydrochloric Acid → 1-(2,6-Difluorophenyl)methanamine--hydrogen chloride (1/1)

HRID 2419792Notes

Reaction equation

HRID 2419792 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[C:4]#[N:5].[ClH:11].[H][H]>O.C(O)C>[ClH:11].[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][NH2:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 746952,6-DifluorobenzonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 184682111-(2,6-Difluorophenyl)methanamine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5.00 g. of 2,6-difluorobenzonitrile and 1.0 g. of 50% water-wet 5% palladium on carbon catalyst in 100 ml. of concentrated HCl and 100 ml. of absolute ethanol is shaken at room temperature under 20 lbs. pressure of hydrogen for 48 hours. The mixture is filtered and the filtrate is diluted with 500 ml. of diethyl ether and allowed to stand. Filtration gives the desired product as colorless crystals, m.p. 197°-200° C.

Workup

  1. additionA mixture of 5.00 g
  2. filtrationThe mixture is filtered
  3. additionthe filtrate is diluted with 500 ml
  4. filtrationFiltration

Sources & evidence

ORD record
ord-86ecba610cd448b1be5df9d91fb236ae
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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