4-Nitrobenzaldehyde → HCID 59463696, compound

HRID 2261001Notes

Reaction equation

HRID 2261001 reaction equation
[C:1]([O-])(=O)C.[NH4+:5].[C:6]([CH2:8][C:9]([O:11]CC)=O)#[N:7].[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH:19]=O.[N+:21]([C:24]1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1)([O-:23])=[O:22]>>[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19]1[NH:5][C:9](=[O:11])[C:8]([C:6]#[N:7])=[C:28]([C:27]2[CH:30]=[CH:31][C:24]([N+:21]([O-:23])=[O:22])=[CH:25][CH:26]=2)[CH:1]=1

Participants

5

Reactant 4

HCID 5414-NitrobenzaldehydeHCID 7362FurfuralHCID 7764Ethyl cyanoacetateHCID 517165Ammonium Acetate

Product 1

HCID 59463696HCID 59463696, compoundYield 39.3%

Procedure

In analogy to GP 1, reaction of 1.85 g ammonium acetate (24 mmol, 8 eq.), 0.28 ml ethyl cyanoacetate (3 mmol, 1 eq.), 330 mg furan-2-carbaldehyde (3 mmol, 1 eq.), and 453 mg 4-nitrobenzaldehyde (3 mmol, 1 eq.) yielded 362 mg product (39% yield).

Sources & evidence

ORD record
ord-6f7bd764cf3046e4acf890e31191e779
Source dataset
uspto-grants-2010_12
Patent number
US07846928B2

Reaction notes

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