Methylhydrazine → 5-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2,6-dimethylpyridazin-3-one

HRID 424611Notes

Reaction equation

[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[CH:10]=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.COC1C=C(C=[CH:25][C:26]=1[O:27]C)C=O.CC(S[CH:35](S(C)=O)[CH3:36])S(C)=O.[CH3:40][NH:41][NH2:42].O.NN>>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:10]3[C:35]([CH3:36])=[N:42][N:41]([CH3:40])[C:26](=[O:27])[CH:25]=3)[CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 5

HCID 6061Methylhydrazine

HCID 8419Veratraldehyde

HCID 24654Hydrazine hydrate (1:1)

HCID 27358933-Cyclopentyloxy-4-methoxybenzaldehyde

HCID 54140058Methylmethylsulfinylmethyl sulfide

Product 1

HCID 251286355-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2,6-dimethylpyridazin-3-one

Procedure

Using a method similar to Working Example 1 (1)-(4), 3-(cyclopentyloxy)-4-methoxybenzaldehyde was substituted for 3,4-dimethoxybenzaldehyde, methyl(1-methylsulfinyl)ethyl)sulfine for methyl methylsulfinyl-methylsulfide, and methylhydrazine for hydrazine hydrate to obtain the title compound.

Sources & evidence

ORD record: ord-185336011efe4cb8a90b0415053b5dc4
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106053B2

Reaction notes

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