Formaldehyde → HCID 20319374, compound

HRID 866514Notes

Reaction equation

HRID 866514 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]([C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[NH2:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:16]=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]([C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[N:10]=[CH2:16])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 712Formaldehyde2×HCID 127899361-(3-Chloro-4-fluorophenyl)-N,N-dimethylhydrazine-1-carboxamide

Product 1

HCID 20319374HCID 20319374, compoundYield 7.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 54.3 g of 2-(3-chloro-4-fluorophenyl)-4,4-dimethylsemicarbazide in 300 ml of benzene was added rapidly 40.5 g of 37% formaldehyde, followed by 240 g of Mg2SO4 at ambient temperature. After several days, an additional 40 g of 37% formaldehyde was added and the mixture was stirred for 18 hours. The resulting product was filtered and the filtrate was concentrated to dryness leaving an amber syrup which was purified by silica chromatography to yield 4.5 g of formaldehyde 2-(3-chloro-4-fluorophenyl)-4,4-dimethylsemicarbazone as a viscous oil.

Workup

  1. waitAfter several days
  2. filtrationThe resulting product was filtered
  3. concentrationthe filtrate was concentrated to dryness
  4. customleaving an amber syrup which
  5. customwas purified by silica chromatography

Sources & evidence

ORD record
ord-ac0ce2ee307a4959afe39e9f7cdfb749
Source dataset
uspto-grants-1978_07
Patent number
US04099956

Reaction notes

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