Hydrochloric Acid → 4-Hydrazinyl-2-(methoxymethyl)benzonitrile hydrochloride

HRID 505697Notes

Reaction equation

HRID 505697 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH2:10][O:11][CH3:12])[CH:3]=1.O.[NH2:14][NH2:15].C(O)C.[ClH:19]>CO.C(OCC)C>[ClH:19].[NH:14]([C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH2:10][O:11][CH3:12])[CH:3]=1)[NH2:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 594293094-Fluoro-2-(methoxymethyl)benzonitrile

Product 1

HCID 469151914-Hydrazinyl-2-(methoxymethyl)benzonitrile hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 4-fluoro-2-(methoxymethyl)benzonitrile (110 mg, 0.67 mmol), hydrazine monohydrate (133 mg, 0.13 mL, 2.6 mmol) and ethanol (5 mL) was heated to reflux overnight. The mixture was cooled to room temp and condensed. The residue was dissolved in methanol and treated with 2.0 N Hydrogen chloride in diethyl ether. The solvent was removed and the solid was dried to give 4-hydrazinyl-2-(methoxymethyl)benzonitrile hydrochloride as an off-white solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customcondensed
  4. customThe solvent was removed
  5. customthe solid was dried

Sources & evidence

ORD record
ord-6b1498ae6dcc4bf6858cdda7915a81dd
Source dataset
uspto-grants-2010_08
Patent number
US07781428B2

Reaction notes

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