Sulfur → 4-[(3-Formyl-4-pyridinyl)methyl]benzonitrile

HRID 989256Notes

Reaction equation

HRID 989256 reaction equation
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([CH2:7][CH:8]2[CH:13]=[CH:12][N:11](C(OC3C=CC=CC=3)=O)[CH:10]=[C:9]2[CH:23]=[O:24])=[CH:5][CH:4]=1)#[N:2].[S]>C1C2C(CCCC2)CCC1>[CH:23]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:8]=1[CH2:7][C:6]1[CH:25]=[CH:26][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)=[O:24]

Participants

4

Reactant 2

HCID 5362487SulfurHCID 12017382HCID 12017382, compound

Product 1

HCID 120173834-[(3-Formyl-4-pyridinyl)methyl]benzonitrile

Reagents, catalysts & solvents 1

HCID 7044DecalinSolvent

Conditions

Temperature
145 °C

Procedure

The product obtained in Step A (2 g/0.0058 mol) is brought to solution in 80 ml of Decalin, and then 0.336 g (0.010 mol) of sulphur is added, and the whole is heated at 140-150° C. for 24 hours. The reaction mixture is filtered and then concentrated. A brown oil is obtained, which is purified by chromatography over silica gel (heptane, 10% AcOEt 10%) to yield the title product.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated
  3. customA brown oil is obtained
  4. customwhich is purified by chromatography over silica gel (heptane, 10% AcOEt 10%)

Sources & evidence

ORD record
ord-a9d4c5de0ccb41538a078db89e5763d0
Source dataset
uspto-grants-2003_10
Patent number
US06638962B2

Reaction notes

Loading…