Diethyl (ethoxymethylene)malonate → HCID 58379534, compound

HRID 925499Notes

Reaction equation

HRID 925499 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.C(O[CH:12]=[C:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])C>C(O)C>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][CH:12]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 6428116-Bromopyridin-3-amine

Product 1

HCID 58379534HCID 58379534, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-bromopyridin-3-amine (74 g, 0.43 mol) and diethyl ethoxymethylenemalonate (100 mL) were added to 680 mL of ethanol and heated under reflux for 5 h. The reaction mixture was cooled to precipitate a solid, suction filtrated, and the resulting solid was washed with petroleum ether to give 125.4 g of a pale yellow solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 5 h
  3. temperatureThe reaction mixture was cooled
  4. customto precipitate a solid, suction filtrated
  5. washthe resulting solid was washed with petroleum ether

Sources & evidence

ORD record
ord-fa0b776b39af41e5b836e3413218f357
Source dataset
uspto-grants-2016_03
Patent number
US09284315B2

Reaction notes

Loading…