4-Iodophenylhydrazine → HCID 86742530, compound

HRID 2231863Notes

Reaction equation

HRID 2231863 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[CH3:10][N:11]([CH3:17])[CH2:12][CH2:13][CH2:14][CH:15]=O>O.Cl>[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:14]([CH2:13][CH2:12][N:11]([CH3:17])[CH3:10])[CH3:15])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 7045914-IodophenylhydrazineHCID 183982524-(Dimethylamino)butanal

Product 1

HCID 86742530HCID 86742530, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of 4-iodophenylhydrazine (2 g) in water (70 ml) and 2N hydrochloric acid (4 ml) was stirred at room temperature with 4-dimethylaminobutanal, diethyl acetal (2.6 g) for 3 h. The resulting solution was partitioned between sodium bicarbonate (50 ml) and ethyl acetate (2×50 ml). The combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give an oil (2.3 g), which was used directly in the next stage.

Workup

  1. customThe resulting solution was partitioned between sodium bicarbonate (50 ml) and ethyl acetate (2×50 ml)
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-6ac9edccd3a743749854eb958e6401be
Source dataset
uspto-grants-1988_11
Patent number
US04785016

Reaction notes

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