Aniline → HCID 22599833, compound

HRID 1759842Notes

Reaction equation

HRID 1759842 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[NH:13]([C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

Product 1

HCID 22599833HCID 22599833, compoundYield 49.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 1.1 ml of ethanol were dissolved 0.2 g of 4-chloro-6-(2-butynyloxy)pyrimidine and 0.15 g of aniline, followed by heating under reflux for 7 hours. The reaction mxiture was then left for cooling to room temperature and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.13 g of 4-anilino-6-(2-butynyloxy)pyrimidine (the present compound (53)), m.p.: 159.3° C.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 7 hours
  3. waitThe reaction mxiture was then left
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b21ffe8b60414818b037f68bff996229
Source dataset
uspto-grants-2005_01
Patent number
US06838463B2

Reaction notes

Loading…