Water → HCID 22758704, compound

HRID 1704746Notes

Reaction equation

HRID 1704746 reaction equation
[OH:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[O:4][CH:3]=1.Cl[CH2:14][C:15]#[N:16].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[O:12]=[C:11]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[O:4][CH:3]=[C:2]1[O:1][CH2:14][C:15]#[N:16]

Participants

6

Reactant 4

HCID 962WaterHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 51741223-hydroxychromen-4-one

Product 1

HCID 22758704HCID 22758704, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-hydroxychromone (4.86 g, 0.03 mole), chloroacetonitrile (2.26 g, 0.03 mole) and potassium carbonate (3.0 g, 0.02 mole) in dimethylformamide (40 ml) is stirred at 100° C. under nitrogen for 4 hrs. The reaction mixture is cooled, poured into water (200 ml), filtered, washed with water and sucked dry. Recrystallization from methanol gives white crystals (4.7 g, 94%), mp 145°-146° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered
  3. washwashed with water
  4. customsucked dry
  5. customRecrystallization from methanol

Sources & evidence

ORD record
ord-299c6f92704a4b64af2358588f1f2a65
Source dataset
uspto-grants-1978_11
Patent number
US04127669

Reaction notes

Loading…