Water → 2-Nitro-6-(phenylthio)benzonitrile

HRID 471574

Reaction equation

HRID 471574 reaction equation
[N+]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.C([O-])([O-])=O.[K+].[K+].[C:21]1([SH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.O>CN(C=O)C>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([S:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 520718Dinitrobenzonitrile

Product 1

HCID 151982412-Nitro-6-(phenylthio)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of 2,6-dinitrobenzonitrile (2.0 g, 10.36 mmol) and K2CO3 (1.43 g, 10.36 mmol) in 5 mL of anhydrous DMF was added PhSH (1.14 ml in 5 mL of DMF) dropwise under nitrogen at 0° C. After the completion of addition, the reaction mixture was stirred at 0° C. for 0.5 hr. Then the reaction mixture was poured into 50 mL of water, the resultant precipitation was collected by filtration, washed with water and dried in the air to give the title product.

Workup

  1. additionAfter the completion of addition
  2. customthe resultant precipitation
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried in the air

Sources & evidence

ORD record
ord-a274fdeb20124f60921de4318030df38
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Linked notes

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