Hydrazine hydrate (1:1) → HCID 58298858, compound

HRID 388786Notes

Reaction equation

HRID 388786 reaction equation
O.[NH2:2][NH2:3].[CH2:4]([C:6]1[C:15]([CH3:16])=[C:14]([OH:17])[CH:13]=[CH:12][C:7]=1[C:8](OC)=[O:9])[CH3:5]>C(O)CCC>[CH2:4]([C:6]1[C:15]([CH3:16])=[C:14]([OH:17])[CH:13]=[CH:12][C:7]=1[C:8]([NH:2][NH2:3])=[O:9])[CH3:5]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58298869Methyl 2-ethyl-4-hydroxy-3-methylbenzoate

Product 1

HCID 58298858HCID 58298858, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

1 ml of butanol and 4.5 ml of hydrazine hydrate are added to 1.88 g of methyl 2-ethyl-4-hydroxy-3-methylbenzoate in a screw-lid vial, and the mixture is stirred at 100° C. until the hydrazide formation is complete. The cooled reaction mixture is poured onto water, the precipitate is filtered off with suction and dried. Purification by recrystallisation from water/1 -propanol gives 1.28 g of 2-ethyl-4-hydroxy-3-methylbenzohydrazide as colourless crystals (68%); MS-FAB (M+H+)=1.95.1; Rf (polar method): 0.99 min.

Workup

  1. customThe cooled reaction mixture
  2. additionis poured onto water
  3. filtrationthe precipitate is filtered off with suction
  4. customdried
  5. customPurification
  6. customby recrystallisation from water/1 -propanol

Sources & evidence

ORD record
ord-0716cc1de5504ae1a87d2fbc6fdb1aee
Source dataset
uspto-grants-2013_02
Patent number
US08377975B2

Reaction notes

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