2-Aminopyridine → HCID 22752766, compound

HRID 1076669Notes

Reaction equation

HRID 1076669 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][CH2:16][Cl:17]>C1(C)C(C)=CC=CC=1>[Cl-:17].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[CH2:16][O:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[Br:8]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 21828492HCID 21828492, compound

Product 1

HCID 22752766HCID 22752766, compoundYield 101.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

To a solution of 7.1 g of 2-aminopyridine in 35 ml of xylene is added, dropwise, a solution of 11.1 g of o-bromo-α-chloroanisole in 45 ml of xylene. The mixture is warmed at 50° for 5 minutes and allowed to stir for 40 hours at room temperature. The solid is filtered and dried to give about 16.0 g of the product. This is recrystallized from 2-propanol to give about 14.0 g of the title product, mp 171°-173°.

Workup

  1. temperatureThe mixture is warmed at 50° for 5 minutes
  2. filtrationThe solid is filtered
  3. customdried

Sources & evidence

ORD record
ord-489d6732bcef488e80398c597b50813c
Source dataset
uspto-grants-1976_05
Patent number
US03957806

Reaction notes

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