2-{1-[2-(2-chloro-ethoxy)-ethyl]-2,6-dimethyl-1H-pyridin-4-ylidene}-malononitrile → HCID 86616549, compound

HRID 599391Notes

Reaction equation

HRID 599391 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:12]([CH3:13])=[CH:11][C:10](=[C:14]([C:17]#[N:18])[C:15]#[N:16])[CH:9]=[C:8]1[CH3:19]>N1C=CC=CC=1.O>[Cl-:1].[C:15]([C:14]([C:17]#[N:18])=[C:10]1[CH:11]=[C:12]([CH3:13])[N:7]([CH2:6][CH2:5][O:4][CH2:3][CH2:2][N+:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:8]([CH3:19])=[CH:9]1)#[N:16]

Participants

4

Reactant 1

HCID 866165512-{1-[2-(2-chloro-ethoxy)-ethyl]-2,6-dimethyl-1H-pyridin-4-ylidene}-malononitrile

Product 1

HCID 86616549HCID 86616549, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1049PyridineSolvent

Procedure

A 50 ml reaction flask, equipped with a reflux condenser, a heating bath and a magnetic stirrer was charged under Argon with 1.4 g (5 mmol) of the above 2-{1-[2-(2-chloro-ethoxy)-ethyl]-2,6-dimethyl-1H-pyridin-4-ylidene}-malononitrile in 25 ml of pyridine and heated to reflux for 5 hours. A heavy suspension was formed, which was filtered off and washed with a small amount of cold pyridine followed by THF. After drying 1.69 g of fine crystals were obtained, m.p. 248-251° C./decomp. UV (water) 352 nm (E=1149). Solubility in water>>200 g/l.

Workup

  1. customA 50 ml reaction flask
  2. customequipped with a reflux condenser, a heating bath and a magnetic stirrer
  3. temperatureheated
  4. temperatureto reflux for 5 hours
  5. customA heavy suspension was formed
  6. filtrationwhich was filtered off
  7. washwashed with a small amount of cold pyridine
  8. dry with materialAfter drying 1.69 g of fine crystals
  9. customwere obtained

Sources & evidence

ORD record
ord-b78a9976404e4bc2943dc0de386a3ade
Source dataset
uspto-grants-2011_03
Patent number
US07897779B2

Reaction notes

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