N-(3-chlorophenyl)-2-cyanoacetamide → HCID 54449681, compound

HRID 439562

Reaction equation

HRID 439562 reaction equation
[OH:1][C:2]1[C:9]([OH:10])=[CH:8][C:5]([CH:6]=O)=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[Cl:14][C:15]1[CH:16]=[C:17]([NH:21][C:22](=[O:26])[CH2:23][C:24]#[N:25])[CH:18]=[CH:19][CH:20]=1>>[Cl:14][C:15]1[CH:16]=[C:17]([NH:21][C:22](=[O:26])[C:23]([C:24]#[N:25])=[CH:6][C:5]2[CH:8]=[C:9]([OH:10])[C:2]([OH:1])=[CH:3][C:4]=2[N+:11]([O-:13])=[O:12])[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 679494N-(3-chlorophenyl)-2-cyanoacetamideHCID 37823444,5-Dihydroxy-2-nitrobenzaldehyde

Product 1

HCID 54449681HCID 54449681, compoundYield 28%

Procedure

The reaction of 4, 5-dihydroxy-2-nitrobenzaldehyde (185 mg, 1.01 mmol) and N-(3-chlorophenyl) cyanoacetamide (197 mg, 1.01 mmol) was effected in the same manner as in Example 1 to give the objective N-(3-chlorophenyl)-2-cyano-3-(4, 5-dihydroxy-2-nitrophenyl)propenamide (100 mg, 28% in yield) as brown powdery crystals.

Sources & evidence

ORD record
ord-82036408465c4a08adc84b13d945dfb6
Source dataset
uspto-grants-1996_05
Patent number
US05514711

Linked notes

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