4-Nitrobenzaldehyde → HCID 23135183, compound

HRID 1176190Notes

Reaction equation

C([O-])(=O)C.[NH4+:5].[C:6]([CH2:8][C:9]([O:11]C)=O)#[N:7].[CH3:13][C:14]([CH3:19])([CH3:18])[C:15](=O)[CH3:16].[N+:20]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1)([O-:22])=[O:21]>>[C:14]([C:15]1[NH:5][C:9](=[O:11])[C:8]([C:6]#[N:7])=[C:27]([C:26]2[CH:29]=[CH:30][C:23]([N+:20]([O-:22])=[O:21])=[CH:24][CH:25]=2)[CH:16]=1)([CH3:19])([CH3:18])[CH3:13]

Participants

Reactant 4

HCID 5414-Nitrobenzaldehyde

HCID 6416Pinacolone

HCID 7747Methyl cyanoacetate

HCID 517165Ammonium Acetate

Product 1

HCID 23135183HCID 23135183, compound

Procedure

In analogy to the procedure described for Example 1c reaction of 41 g ammonium acetate, 7 ml methyl cyanoacetate, 8.2 ml 3,3-dimethylbutan-2-one, and 10 g 4-nitrobenzaldehyde yielded 4.71 g product.

Sources & evidence

ORD record: ord-f47528474f284fb1bf22dde0c8cb321d
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842809B2

Reaction notes

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