Water → HCID 59401379, compound

HRID 2060846Notes

Reaction equation

HRID 2060846 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]=[O:13])=[CH:4][CH:3]=1.Cl[C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][N:16]=1.C([O-])([O-])=O.[K+].[K+].O>CS(C)=O>[CH:12]([C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([O:1][C:15]2[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][N:16]=2)=[CH:3][CH:4]=1)=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 3442904-Hydroxy-1-naphthaldehydeHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 59401379HCID 59401379, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-hydroxynaphthaldehyde (1.24 g, 7.2 mmol) in DMSO (8 mL) was added 2-chloro-5-cyanopyridine (1.0 g, 7.2 mmol) and K2CO3 (2.0 g, 14.5 mmol). The reaction was heated at 80° C. for 4 h. The reaction was cooled to rt and poured into water (100 mL). The resulting solid was filtered, washed with water, ether and air dried to give the title compound: RT=3.54 min; m/z (ES+)=275.0 [M+H]+.

Workup

  1. temperatureThe reaction was cooled to rt
  2. filtrationThe resulting solid was filtered
  3. washwashed with water, ether and air
  4. customdried

Sources & evidence

ORD record
ord-6f048478747d4f39a4a4bc0a3fe51cd6
Source dataset
uspto-grants-2012_10
Patent number
US08278442B2

Reaction notes

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