HCID 178526593, compound → HCID 178507520, compound

HRID 1199439Notes

Reaction equation

HRID 1199439 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[NH:6][C:7]([S:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N+:16]([O-])=O)=[N:8][C:4]=2[CH:3]=1>C(O)C.[Pd]>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[NH:6][C:7]([S:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[NH2:16])=[N:8][C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 178526593HCID 178526593, compound

Product 1

HCID 178507520HCID 178507520, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(5-Chloro-1H-benzimidazol-2-yl thio)nitrobenzene (0.3 g) was dissolved in dry ethanol (100 ml) with warming and the solution was hydrogenated in the presence of 10% Pd/C at 3 atmospheres pressure and 50° for 2.75 hours. The heating and stirring were stopped and the mixture was left standing under an H2 atmosphere overnight. The mixture was then filtered through a filter aid and evaporated under reduced pressure, and dried under vacuum at 50° to leave the sub-title compound as a pale greenish glassy solid (0.23 g), mp 155°-156°.

Workup

  1. temperaturewith warming
  2. waitthe mixture was left
  3. filtrationThe mixture was then filtered through a filter aid
  4. customevaporated under reduced pressure
  5. customdried under vacuum at 50°

Sources & evidence

ORD record
ord-ab8d4bb3063d48ff93ff1916f2f94eb9
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

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