Potassium Hydroxide → HCID 178426718, compound

HRID 251797Notes

Reaction equation

HRID 251797 reaction equation
[SH-:1].[C+4:2].[SH-:3].[SH-].[SH-].[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([N+:17]([O-:19])=[O:18])=[C:11]([CH:16]=1)[C:12]([NH:14][NH2:15])=O.[OH-].[K+]>CO>[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([N+:17]([O-:19])=[O:18])=[C:11]([C:12]2[S:1][C:2]([SH:3])=[N:15][N:14]=2)[CH:16]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 4158025HCID 4158025, compoundHCID 178420937HCID 178420937, compound

Product 1

HCID 178426718HCID 178426718, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Carbon bisulfide (4 ml) was added to a solution of 1.95 g (10 mmol) of 5-methyl-2-nitrobenzohydrazide in methanol (8 ml). A solution of 616 mg (11 mmol) of potassium hydroxide in methanol (10 ml) was then added thereto, and the mixture was stirred at room temperature for 6 hr. The precipitated crystal was collected by filtration and was dried. The dried crystal was then added dropwise to concentrated sulfuric acid (5 ml), and the mixture was stirred at room temperature for 3 hr. The reaction solution was added dropwise to 100 ml of iced water. The resultant precipitate was collected by filtration and was dried to give 1.28 g (yield 51%) of the title compound.

Workup

  1. filtrationThe precipitated crystal was collected by filtration
  2. customwas dried
  3. additionThe dried crystal was then added dropwise to concentrated sulfuric acid (5 ml)
  4. stirringthe mixture was stirred at room temperature for 3 hr
  5. additionThe reaction solution was added dropwise to 100 ml of iced water
  6. filtrationThe resultant precipitate was collected by filtration
  7. customwas dried

Sources & evidence

ORD record
ord-581c7436d8bb4f36be979b9750b30c78
Source dataset
uspto-grants-2011_01
Patent number
US07867980B2

Reaction notes

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