Dimethylformamide → HCID 54539235, compound

HRID 1376936Notes

Reaction equation

HRID 1376936 reaction equation
CN(C)C=O.[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]([C:30]2[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=2)[C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[CH:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28]C)[CH:23]=3)=[CH:16][CH:15]=2)=[CH:9][CH:8]=1.[Na]>O>[CH3:36][C:33]1[CH:32]=[CH:31][C:30]([N:13]([C:10]2[CH:9]=[CH:8][C:7]([CH3:6])=[CH:12][CH:11]=2)[C:14]2[CH:15]=[CH:16][C:17]([CH:20]=[CH:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=3)=[CH:18][CH:19]=2)=[CH:35][CH:34]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 5360545SodiumHCID 54548758HCID 54548758, compound

Product 1

HCID 54539235HCID 54539235, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

40 ml of N,N-dimethylformamide were added to a mixture of 4.06 g (10.0 mmol) of N,N-bis(4-methylphenyl)-4-amino-3'-methoxystilbene and 1.68 g (20.0 mmol) of sodium thioethylate. The thus prepared mixture was refluxed with stirring for 4 hours. The mixture was then cooled to room temperature, and poured into water. The ether component was extracted from the reaction mixture by a separating funnel. The thus obtained organic layer was washed with water, and dried over magnesium sulfate and further dried under reduced pressure, thereby producing a dark green oily material.

Workup

  1. temperatureThe thus prepared mixture was refluxed
  2. extractionThe ether component was extracted from the reaction mixture by a separating funnel
  3. washThe thus obtained organic layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customfurther dried under reduced pressure
  6. customproducing a dark green oily material

Sources & evidence

ORD record
ord-ef313d2813324204aa89bb20ffc91e64
Source dataset
uspto-grants-1997_09
Patent number
US05663407

Reaction notes

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