tert-Butyl 2-(2-fluoro-4-nitrobenzoyl)-2-methylhydrazinecarboxylate → HCID 117605487, compound

HRID 56609Notes

Reaction equation

HRID 56609 reaction equation
[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[C:4]([N:6]([CH3:15])[NH:7]C(OC(C)(C)C)=O)=[O:5]>Cl.O1CCOCC1>[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[C:4]([N:6]([CH3:15])[NH2:7])=[O:5]

Participants

3

Reactant 1

HCID 117622795tert-Butyl 2-(2-fluoro-4-nitrobenzoyl)-2-methylhydrazinecarboxylate

Product 1

HCID 117605487HCID 117605487, compound

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A solution of 3.6 g (11.5 mmol) of tert-butyl 2-(2-fluoro-4-nitrobenzoyl)-2-methylhydrazinecarboxylate in 57 ml of 4-molar hydrochloric acid/dioxane solution was stirred at RT for 3 h. The reaction mixture was concentrated under reduced pressure and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate solution. The organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. Yield: 2.0 g (81% of theory)

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washwashed with saturated aqueous sodium bicarbonate solution
  3. dry with materialThe organic phase was dried (sodium sulphate)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-744c7de0a64447c4bc4bcac264c80082
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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