Water → HCID 13336911, compound

HRID 128384Notes

Reaction equation

HRID 128384 reaction equation
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6](Cl)=[C:5]([CH2:12][CH2:13][CH3:14])[N:4]=1)#[N:2].[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH-].[Na+].O>CC(C)=O>[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6]([O:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:5]([CH2:12][CH2:13][CH3:14])[N:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 962WaterHCID 996PhenolHCID 14798Sodium HydroxideHCID 12907200HCID 12907200, compound

Product 1

HCID 13336911HCID 13336911, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

2,3-Dicyano-5-chloro-6-n-propylpyrazine (0.207 g; 0.001 mole) was dissolved in 15 ml of acetone, and a solution prepared from 0.094 g (0.001 mole) of phenol, 0.040 g (0.001 mole) of sodium hydroxide, 0.7 ml of water and 5 ml of acetone was added dropwise over the period of 5 minutes. Then, the mixture was stirred at 5° to 10° C. for 10 minutes. The reaction mixture was worked up in the same way as in Example 9, and recrystallized from benzene to afford 0.150 g (yield 57%) of 2,3-dicyano-5-phenoxy-6-propylpyrazine.

Workup

  1. additionwas added dropwise over the period of 5 minutes
  2. customrecrystallized from benzene

Sources & evidence

ORD record
ord-a8efeb7bc5924748948cbb4495417b62
Source dataset
uspto-grants-1981_03
Patent number
US04259489

Reaction notes

Loading…