Hydrazine hydrate (1:1) → HCID 66599027, compound

HRID 1889057Notes

Reaction equation

HRID 1889057 reaction equation
[CH3:1][C:2]1[C:3]([C:7]([O:9]C)=O)=[N:4][S:5][CH:6]=1.O.[NH2:12][NH2:13]>CO>[CH3:1][C:2]1[C:3]([C:7]([NH:12][NH2:13])=[O:9])=[N:4][S:5][CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 66599351methyl 4-methyl-1,2-thiazole-3-carboxylate

Product 1

HCID 66599027HCID 66599027, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-methyl-3-isothiazolecarboxylate (I128) (57 mg, 0.363 mmol) was dissolved in methanol (3 mL), treated with hydrazine hydrate (0.027 mL, 0.544 mmol) then heated at reflux for 18 hours. Cooled to RT then solvent evaporated, azeotroped with Et2O (3 ml), and evaporated to afford a pale yellow solid of desired product in 57 mg.

Workup

  1. temperaturethen heated
  2. temperatureat reflux for 18 hours
  3. customsolvent evaporated
  4. customazeotroped with Et2O (3 ml)
  5. customevaporated

Sources & evidence

ORD record
ord-69c0e7f40aae45c5ae2aee5ca03bb519
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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