Hydrazinecarboxaldehyde → HCID 57455735, compound

HRID 660877Notes

Reaction equation

HRID 660877 reaction equation
[CH:1]([NH:3][NH2:4])=[O:2].[F:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[CH2:8][N:9]=[C:10]=[O:11]>C1COCC1>[F:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[CH2:8][NH:9][C:10]([NH:4][NH:3][CH:1]=[O:2])=[O:11]

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 6434981-Fluoro-2-(isocyanatomethyl)benzene

Product 1

HCID 57455735HCID 57455735, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
50 °C

Procedure

Under argon, 1.99 g (33 mmol) of formylhydrazine are placed in 80 ml THF. The solution is heated to 50° C., treated dropwise with a solution of 5.00 g (33 mmol) of 2-fluorobenzyl isocyanate in 50 ml THF and the resulting mixture stirred for 30 mins more at 50° C. It is then freed of solvent on the rotary evaporator. The residue is stirred with diethyl ether, the precipitate suction-filtered, then washed with diethyl ether and the white solid dried under high vacuum. 5.73 g (82% of theory) of the target product are obtained.

Workup

  1. customIt is then freed of solvent on the rotary evaporator
  2. stirringThe residue is stirred with diethyl ether
  3. filtrationthe precipitate suction-filtered
  4. washwashed with diethyl ether
  5. customthe white solid dried under high vacuum
  6. custom5.73 g (82% of theory) of the target product are obtained

Sources & evidence

ORD record
ord-f38b5365e65246728694a51e66bcf183
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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