Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 20232607, compound

HRID 2290465Notes

Reaction equation

HRID 2290465 reaction equation
C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.C([N:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([CH2:36][C:37]([OH:39])=[O:38])=[CH:32][CH:31]=2)[CH2:24][CH2:23]1)C1C=CC=CC=1>C(O)C.Cl.[Pd]>[N:25]1([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([CH2:36][C:37]([OH:39])=[O:38])=[CH:32][CH:31]=2)[CH2:26][CH2:27][NH:22][CH2:23][CH2:24]1

Participants

6

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 20232516HCID 20232516, compound

Product 1

HCID 20232607HCID 20232607, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

140 g. (0.34 mole) of the dihydrochloride of 4-[2-(1-benzylpiperazin-4-yl)-ethyl]-phenylacetic acid is dissolved in a mixture of ethanol and 6N hydrochloric acid and 10% palladium-charcoal is added thereto, followed by hydrogenation in a shaker bomb. If the reaction proceeds too slowly, the catalyst is replaced by fresh catalyst. The reaction mixture is then suction filtered and the filtrate is evaporated and brought to crystallisation with some ethyl acetate. Yield 90 g. (82% of theory) of the dihydrochloride of 4-[2-(piperazin-1-yl)-ethyl]-phenylacetic acid; m.p. 238°-239° C. (recrystallised from acetone/water).

Workup

  1. additionis added
  2. filtrationsuction filtered
  3. customthe filtrate is evaporated
  4. custombrought to crystallisation with some ethyl acetate
  5. customm.p. 238°-239° C. (recrystallised from acetone/water)

Sources & evidence

ORD record
ord-726c3c7308cd42b8abc990566d411a4e
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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