HCID 178522627, compound → HCID 178507573, compound

HRID 443967Notes

Reaction equation

HRID 443967 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[C:13]([C:16]2[NH:20][N:19]=[C:18]([Cl:21])[N:17]=2)=[C:12]([NH:22][C:23](=[O:33])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([N+:30]([O-])=O)[CH:25]=2)[NH:11]1>COCCO.[Ni]>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[C:13]([C:16]2[NH:20][N:19]=[C:18]([Cl:21])[N:17]=2)=[C:12]([NH:22][C:23](=[O:33])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([NH2:30])[CH:25]=2)[NH:11]1

Participants

4

Reactant 1

HCID 178522627HCID 178522627, compound

Product 1

HCID 178507573HCID 178507573, compoundYield 72.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 80192-MethoxyethanolSolvent

Procedure

26.4 g of Intermediate H were dissolved in 250 ml of methyl-cellosolve and reduced at 50° C. with H2 at 20 atmospheres and Ni Raney. After cooling, Ni was filtered and the solvent was evaporated under vacuum. The resulting solid was extracted with boiling ethanol and filtered, thus obtaining 18 g of a white solid melting t 252° C.

Workup

  1. temperatureAfter cooling
  2. filtrationNi was filtered
  3. customthe solvent was evaporated under vacuum
  4. extractionThe resulting solid was extracted with boiling ethanol
  5. filtrationfiltered

Sources & evidence

ORD record
ord-dbbc53e6489c4bb488bad5dac62fd96b
Source dataset
uspto-grants-1981_04
Patent number
US04262087

Reaction notes

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