Sodium ethoxide → HCID 58585794, compound

HRID 1297630Notes

Reaction equation

HRID 1297630 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14].[O-:15][CH2:16][CH3:17].[Na+]>C(O)C>[CH2:16]([O:15][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14])[CH3:17]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 224667694-Chloro-6-iodoquinoline-3-carbonitrile

Product 1

HCID 58585794HCID 58585794, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To the suspension of 4-chloro-6-iodo-quinoline-3-carbonitrile (example 14c) (14 g, 0.039 mol) in anhydrous ethanol (180 mL) was added sodium ethoxide (4.16 g, 0.07 mol). The mixture was heated to 100° C. under a pressure tube and stirred for 10 h. After cooling to room temperature, the ice water was added. The solid was collected by filtration, washed with water and dried to obtain 4-Ethoxy-6-iodo-quinoline-3-carbonitril (12 g, 92%) as a yellow solid. LC-MS m/e 325 (MH+).

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationThe solid was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-c57c4728bd7e4286a7375fb8be149c3d
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

Loading…