4-Hydroxybenzaldehyde → HCID 4277272, compound

HRID 1361034Notes

Reaction equation

HRID 1361034 reaction equation
[C:1]1([S:7]([CH2:10][C:11]#[N:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1>CN(C=O)C.C1(C)C=CC=CC=1>[C:1]1([S:7]([C:10](=[CH:18][C:17]2[CH:20]=[CH:21][C:14]([OH:13])=[CH:15][CH:16]=2)[C:11]#[N:12])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 82077Phenylsulphonylacetonitrile

Product 1

HCID 4277272HCID 4277272, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

Phenylsulphonyl acetonitrile (2.0 g, 11.04 mmol) was mixed with 4-hydroxybenzaldehyde (1.35 g, 11.04 mmol) in DMF (10 mL) and toluene (20 mL). The mixture was refluxed for 3 hours and subsequently evaporated to dryness in vacuo. The residue was treated with diethyl ether and toluene. The solid formed was filtered to afford 2.08 g (66%) of 2-benzenesulfonyl-3-(4-hydroxyphenyl)acrylonitrile.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customsubsequently evaporated to dryness in vacuo
  3. additionThe residue was treated with diethyl ether and toluene
  4. customThe solid formed
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-968626f4e2a24372b99d76d74c0bbf3a
Source dataset
uspto-grants-2011_02
Patent number
US07879893B2

Reaction notes

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