Hydrochloric Acid → HCID 13827308, compound

HRID 978659Notes

Reaction equation

HRID 978659 reaction equation
[CH3:1][N:2]([CH3:22])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[C:17](=[O:21])[NH:16][N:15]=[CH:14]3)=[CH:5][CH:4]=1.Cl>CO.[Pd]>[CH3:22][N:2]([CH3:1])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[C:17](=[O:21])[NH:16][N:15]=[CH:14]3)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54429916HCID 54429916, compound

Product 1

HCID 13827308HCID 13827308, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6-[2-(4-Dimethylaminophenyl)ethenyl]-1(2H)-phthalazinone (2.6 gm of a mixture of cis/trans isomers) in methanol (100 ml)/5N.HCl (10 ml) was hydrogenated at 60 psig over 5% Pd/C (0.5 gm) for 20 hours. The reaction mixture was heated to dissolve the product and then filtered from the catalyst. The cooled filtrate was filtered to give the saturated product as a solid (2.3 gm), mp 257°-9° C.

Workup

  1. temperatureThe reaction mixture was heated
  2. dissolutionto dissolve the product
  3. filtrationfiltered from the catalyst
  4. filtrationThe cooled filtrate was filtered

Sources & evidence

ORD record
ord-e75e7ab63f394500b318f81915f8f7a2
Source dataset
uspto-grants-1987_05
Patent number
US04665181

Reaction notes

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