Methanethiol → HCID 178503166, compound

HRID 1065790Notes

Reaction equation

HRID 1065790 reaction equation
O.[NH2:2][NH2:3].[CH3:4][C:5]([CH3:15])([CH3:14])[C:6](=O)[CH:7]=[C:8](SC)[S:9][CH3:10].CS>C(O)C>[C:5]([C:6]1[CH:7]=[C:8]([S:9][CH3:10])[NH:3][N:2]=1)([CH3:15])([CH3:14])[CH3:4]

Participants

5

Reactant 3

HCID 878MethanethiolHCID 24654Hydrazine hydrate (1:1)HCID 28197434,4-Dimethyl-1,1-bis(methylsulfanyl)pent-1-en-3-one

Product 1

HCID 178503166HCID 178503166, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (4 g, 3.9 ml) was added dropwise to a cooled solution of the product of Example 1 (15 g) in ethanol (75 ml). The reaction mixture was refluxed until evolution of methyl mercaptan ceased (2 hours), and allowed to cool. Most of the ethanol was evaporated off, and the residue was pitched into water, and ether extracted. The ethereal solution was dried over magnesium sulphate, and evaporated to give a pale yellow solid, which was recrystallised from 1:1 benzene/60°-80° petrol to give 3-t-butyl-5-(methylthio)pyrazole, 6.0 g, (48% yield), melting point 142°-4°.

Workup

  1. custom(2 hours)
  2. temperatureto cool
  3. customMost of the ethanol was evaporated off
  4. extractionextracted
  5. dry with materialThe ethereal solution was dried over magnesium sulphate
  6. customevaporated
  7. customto give a pale yellow solid, which
  8. customwas recrystallised from 1:1 benzene/60°-80° petrol

Sources & evidence

ORD record
ord-8acb663a8ce4484d80e99e1a1e08e1c2
Source dataset
uspto-grants-1982_05
Patent number
US04331678

Reaction notes

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