Methylhydrazine → HCID 66576638, compound

HRID 1775533Notes

Reaction equation

HRID 1775533 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[NH:14][N:15]=C(C3C=CC=CC=3)[C:3]=12.[I:23][C:24]1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1.[CH3:32]NN>>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[N:14]([CH3:32])[N:15]=[C:28]([C:27]3[CH:30]=[CH:31][C:24]([I:23])=[CH:25][CH:26]=3)[C:3]=12

Participants

4

Reactant 3

HCID 6061MethylhydrazineHCID 966574-IodobenzaldehydeHCID 86697018CID 86697018

Product 1

HCID 66576638HCID 66576638, compound

Procedure

Compound 43 was synthesised following similar procedures outlined in Example 22 (Compound 9), using 4-iodobenzaldehyde instead of benzaldehyde in Step 1 and methyl hydrazine instead of hydrazine hydrate in Step 3. As a slightly modified procedure, Step 3 was performed at 60° C. for 4 h in a sealed tube. Subsequently, the mixture was cooled and filtered, and the residue was washed with cold ethanol. The filtered residue was purified by column chromatography (silica gel, gradient 5 to 10% ethyl acetate/isohexane) yielding Compound 43 as an off-white solid.

Workup

  1. customCompound 43 was synthesised
  2. temperatureSubsequently, the mixture was cooled
  3. filtrationfiltered
  4. washthe residue was washed with cold ethanol
  5. customThe filtered residue was purified by column chromatography (silica gel, gradient 5 to 10% ethyl acetate/isohexane)

Sources & evidence

ORD record
ord-74eb3c7091154b6b961474dd444387fe
Source dataset
uspto-grants-2016_02
Patent number
US09260381B2

Reaction notes

Loading…