Methyl 2-((3-nitrophenyl)methylene)-3-oxobutanoate → HCID 19100193, compound

HRID 1975587Notes

Reaction equation

HRID 1975587 reaction equation
[NH2:1]/[C:2](/[CH3:22])=[CH:3]\[C:4]([O:6][CH2:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)=[CH:12][CH:11]=1)=[O:5].[N+:23]([C:26]1[CH:27]=[C:28]([CH:38]=[CH:39][CH:40]=1)[CH:29]=[C:30]([C:35]([CH3:37])=O)[C:31]([O:33][CH3:34])=[O:32])([O-:25])=[O:24]>C1(C)C=CC=CC=1>[CH3:22][C:2]1[NH:1][C:35]([CH3:37])=[C:30]([C:31]([O:33][CH3:34])=[O:32])[CH:29]([C:28]2[CH:38]=[CH:39][CH:40]=[C:26]([N+:23]([O-:25])=[O:24])[CH:27]=2)[C:3]=1[C:4]([O:6][CH2:7]/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]2[NH:21][CH:20]=[CH:19][N:18]=2)=[CH:12][CH:11]=1)=[O:5]

Participants

4

Reactant 2

HCID 1536427Methyl 2-((3-nitrophenyl)methylene)-3-oxobutanoateHCID 867475833-[4-(1-Imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate

Product 1

HCID 19100193HCID 19100193, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.97 g (10 mM) of 3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate and 2.49 g (10 mM) of methyl 2-(3-nitrobenzylidene)acetoacetate were dissolved in 50 ml of toluene and then the solution was refluxed for eight hours. After cooling, the crystals were filtered off and then recrystallized from methanol whereby the captioned compound was obtained. The yield was 4.01 g (76%).

Workup

  1. temperaturethe solution was refluxed for eight hours
  2. temperatureAfter cooling
  3. filtrationthe crystals were filtered off
  4. customrecrystallized from methanol whereby the captioned compound
  5. customwas obtained

Sources & evidence

ORD record
ord-7c5b63ea122245a3b43f19fcc95a401c
Source dataset
uspto-grants-1994_02
Patent number
US05286869

Reaction notes

Loading…