4-Chlorobenzohydrazide → HCID 59324063, compound

HRID 2063677Notes

Reaction equation

HRID 2063677 reaction equation
COC1C=C([NH:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]3)=[C:21]([O:31][CH3:32])[CH:20]=2)=S)C=CC=1N1C=C(C)N=C1.[Cl:33][C:34]1[CH:43]=[CH:42][C:37]([C:38]([NH:40]N)=[O:39])=[CH:36][CH:35]=1>CO.[Hg]=O>[Cl:33][C:34]1[CH:43]=[CH:42][C:37]([C:38]2[O:39][C:16]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]4)=[C:21]([O:31][CH3:32])[CH:20]=3)=[N:15][N:40]=2)=[CH:36][CH:35]=1

Participants

5

Reactant 2

HCID 108164-ChlorobenzohydrazideHCID 86641713HCID 86641713, compound

Product 1

HCID 59324063HCID 59324063, compoundYield 8.1%

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 887MethanolSolvent

Procedure

A solution of mercury-(II)-oxide (97 mg, 0.45 mmol) in 5 ml of methanol was treated with 1,3-bis-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (200 mg, 0.45 mmol) and 4-chloro-benzhydrazide (76 mg, 0.45 mmol). The resulting mixture was refluxed for 3 hours, concentrated and triturated with ethyl acetate. Filtering of the suspension and chromatography on silica gel using ethyl acetate as eluent gave the title compound as a brownish solid (14 mg, 8%).

Workup

  1. temperatureThe resulting mixture was refluxed for 3 hours
  2. concentrationconcentrated
  3. customtriturated with ethyl acetate
  4. filtrationFiltering of the suspension and chromatography on silica gel

Sources & evidence

ORD record
ord-b3b8c8c5fe71494695309c6c37ed9326
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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