Formaldehyde → HCID 178516430, compound

HRID 47245Notes

Reaction equation

HRID 47245 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][CH:14]=[C:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[NH:17][C:16]3=[O:24])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[CH2:25]=O.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>CCO>[N:27]1([CH2:25][N:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:15](=[CH:14][NH:13][C:10]3[CH:11]=[CH:12][C:7]([N:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)=[CH:8][CH:9]=3)[C:16]2=[O:24])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 178517090HCID 178517090, compound

Product 1

HCID 178516430HCID 178516430, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-[(4-morpholinophenylamino)-methylene]-1,3-dihydro-indol-2-one (0.71 g, 2.21 mmol) and paraformaldehyde (0.10 g, 3.33 mmol.) in 8 mL of EtOH was treated with morpholine (213 μL, 2.44 mmol). The reaction mixture was then heated at a reflux temperature overnight during which time a yellow precipitate formed. The reaction mixture was allowed to cool to room temperature and the solid was collected by filtration and washed with EtOH and dried under vacuum to give the title compound (0.769 g, 83%) as a yellow solid.

Workup

  1. temperatureThe reaction mixture was then heated at a reflux temperature overnight during which time a yellow precipitate
  2. customformed
  3. filtrationthe solid was collected by filtration
  4. washwashed with EtOH
  5. customdried under vacuum

Sources & evidence

ORD record
ord-feca899c8a9e475190b1d2ffd92d8fa9
Source dataset
uspto-grants-2004_03
Patent number
US06699863B1

Reaction notes

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