Dimethylformamide → HCID 53845841, compound

HRID 343927Notes

Reaction equation

HRID 343927 reaction equation
C([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5](F)[CH:4]=1)#N.[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].C[N:26]([CH3:29])C=O>O>[C:29]([C:16]1[CH:15]=[CH:14][C:13]([CH:12]=[S:18])=[C:7]([C:6]2[CH:5]=[CH:4][CH:3]=[CH:10][CH:9]=2)[CH:17]=1)#[N:26]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 27831503-Fluoro-4-formylbenzonitrile

Product 1

HCID 53845841HCID 53845841, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A stirred mixture of 4-cyano-2-fluorobenzaldehyde (1.49 g, 10 mmol), thiophenol (1.21 g, 11 mmol) and potassium carbonate (1.21 g, 11 mmol) in dimethylformamide (10 ml) was heated to 90° C. for 30 minutes under nitrogen atmosphere. The mixture was cooled, diluted with water (10 ml) and the precipitate filtered, washed with water and dried (2.45 g). Recrystallisation from isopropylalcohol (20 ml) gave 4-cyano-2-phenylthiobenzaldehyde as yellow needles, m.p. 88° C.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe precipitate filtered
  3. washwashed with water
  4. customdried (2.45 g)
  5. customRecrystallisation from isopropylalcohol (20 ml)

Sources & evidence

ORD record
ord-ef3cfb36b3d843689fb14a20fd13360e
Source dataset
uspto-grants-1999_01
Patent number
US05863947

Reaction notes

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