Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 15230395, compound

HRID 2226151Notes

Reaction equation

HRID 2226151 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH:10]=2)=[CH:5][CH:4]=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[N:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 18966418HCID 18966418, compound

Product 1

HCID 15230395HCID 15230395, compoundYield 96.5%

Procedure

By the procedure described in Example 6, hydrogenation of 3-(4-pyridinyl)-1-azabicyclo[2.2.2]oct-2-ene dihydrochloride (1.07 g, prepared as in Example 10c) gave 0.75 g of the title compound as the dihydrochloride salt; m.p. 210°-220° C.; Found: C, 54.18; H, 6.93; N, 10.54. C12H18N2Cl2.0.25H2O requires C, 54.25; H, 7.02; N, 10.54; δ(360 MHz, D2O) 8.772 (2H, d, J=6.8 Hz, py-H), 8.063 (2H, m, J=6.8 Hz, py-H), 4.00-3.30 (6H, m, H2 -2, H2 -6 and H2 -7) 2.60-1.85 (5H, m, H-4, H2 -5 and H2 -8); m/e 188 (M+).

Sources & evidence

ORD record
ord-a8c1890e323b4d8199cb4bdc9537e98d
Source dataset
uspto-grants-1994_09
Patent number
US05346906

Reaction notes

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