2-Methoxyethyl 2-((3-nitrophenyl)methylene)acetoacetate → HCID 86747586, compound

HRID 1975597Notes

Reaction equation

HRID 1975597 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:41]=[CH:42][CH:43]=1)[CH:29]=[C:30]([C:38]([CH3:40])=O)[C:31]([O:33][CH2:34][CH2:35][O:36][CH3:37])=[O:32])([O-:25])=[O:24]>C1(C)C=CC=CC=1>[CH3:22][C:2]1[NH:1][C:38]([CH3:40])=[C:30]([C:31]([O:33][CH2:34][CH2:35][O:36][CH3:37])=[O:32])[CH:29]([C:28]2[CH:41]=[CH:42][CH:43]=[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 30160872-Methoxyethyl 2-((3-nitrophenyl)methylene)acetoacetateHCID 867475833-[4-(1-Imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate

Product 1

HCID 86747586HCID 86747586, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

297 mg (1 mM) of 3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate and 293 mg (1 mM) of 2-methoxyethyl 2-(3-nitrobenzylidene)acetoacetate were dissolved in 5 ml of toluene and refluxed for six hours. After cooling, the crystals produced were filtered off and recrystallized from methanol whereby the captioned compound was obtained. The yield was 502 mg (87.6%).

Workup

  1. temperaturerefluxed for six hours
  2. temperatureAfter cooling
  3. customthe crystals produced
  4. filtrationwere filtered off
  5. customrecrystallized from methanol whereby the captioned compound
  6. customwas obtained

Sources & evidence

ORD record
ord-bf7a96b3460649c082339778fc60b1a0
Source dataset
uspto-grants-1994_02
Patent number
US05286869

Reaction notes

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