Hydrochloric Acid → HCID 178489849, compound

HRID 357598Notes

Reaction equation

HRID 357598 reaction equation
[ClH:1].[OH:2][NH:3][C:4]([C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[CH2:8][CH2:9][C:10]2=[N:15]O)=[NH:5].N[N:18]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=2)[N:20]=[C:19]1[NH2:31]>C(O)(C)C>[ClH:1].[ClH:1].[OH:2][NH:3][C:4]([C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[CH2:8][CH2:9][C:10]2=[N:15][N:18]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=2)[N:20]=[C:19]1[NH2:31])=[NH:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18937935HCID 18937935, compoundHCID 178513250HCID 178513250, compound

Product 1

HCID 178489849HCID 178489849, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

6.0 ml of 32% hydrochloric acid (Merck, Darmstadt, Germany; p.a.) are added, with stirring, to a mixture of 4.1 g (0.02 mol) of 4-(N-hydroxyamidino)-2,3-dihydro-1H-inden-1-one oxime, 4.08 g (0.02 mol) of 1,2-diamino-4-(3-methoxyphenyl)-imidazole and 100 ml of isopropanol, and the reaction mixture is stirred at 80° C. for 18 hours. The reaction mixture is filtered while hot and the filtration product is washed with isopropanol and dried. In that manner there is obtained the title compound, m.p. 257°-259° C., 1H-NMR (DMSO/D2O): δ=8.24 (d, 1H); 7.91 (s, 1H); 7.75 (d, 1H); 7.61 (t, 1H); 7.38 (t, 1H); 7.25 (m, 2H); 6.95 (m, 1H); 3.76 (s, 3H), 3.27 (s, 4H).

Workup

  1. filtrationThe reaction mixture is filtered while hot and the filtration product
  2. washis washed with isopropanol
  3. customdried

Sources & evidence

ORD record
ord-0b3066af06384f37850fef44ab764c9a
Source dataset
uspto-grants-1998_11
Patent number
US05840911

Reaction notes

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