3-(5-Nitrofuran-2-yl)prop-2-enal → 3-(6-Methoxy-3-pyridyl)-2-propenoic acid [3-(5-nitro-2-furyl)-2-propen-1-ylidene]hydrazide

HRID 986223Notes

Reaction equation

HRID 986223 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]([NH:13][NH2:14])=[O:12])=[CH:5][CH:4]=1.[N+:15]([C:18]1[O:22][C:21]([CH:23]=[CH:24][CH:25]=O)=[CH:20][CH:19]=1)([O-:17])=[O:16]>CO>[N+:15]([C:18]1[O:22][C:21]([CH:23]=[CH:24][CH:25]=[N:14][NH:13][C:11](=[O:12])[CH:10]=[CH:9][C:6]2[CH:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:20][CH:19]=1)([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 158633-(5-Nitrofuran-2-yl)prop-2-enalHCID 704352203-(6-Methoxy-3-pyridyl)-2-propenoic acid hydrazide

Product 1

HCID 542876343-(6-Methoxy-3-pyridyl)-2-propenoic acid [3-(5-nitro-2-furyl)-2-propen-1-ylidene]hydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a lukewarm solution of 0.85 g (4.4. mmol) of 3-(6-methoxy-3-pyridyl)-2-propenoic acid hydrazide in 50 ml of methanol, 0.75 g (4.5 mmol) of 3-(5-nitro-2-furyl)-2-propenal is added. A solid crystallizes slowly in the resulting homogenous solution. After the mixture has been stirred for several hours, these crystals are drained, washed with methanol and ether and dried under reduced pressure at 100° C. for 8 h.

Workup

  1. customA solid crystallizes slowly in the resulting homogenous solution
  2. washwashed with methanol and ether
  3. customdried under reduced pressure at 100° C. for 8 h.

Sources & evidence

ORD record
ord-66680e05d6804ff5bb58b7465d38ba45
Source dataset
uspto-grants-1987_12
Patent number
US04711892

Reaction notes

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