2-Aminopyridine → HCID 13089302, compound

HRID 1154573Notes

Reaction equation

HRID 1154573 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([NH:12][C:13](=[O:17])OCC)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1>CC1C=CC=CC=1C>[N:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[NH:18][C:13]([NH:12][C:9]1[S:10][CH:11]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=1)=[O:17]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 4164963HCID 4164963, compound

Product 1

HCID 13089302HCID 13089302, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Into 45 ml of o-xylene, were added 1.5 g of ethyl N-(4-phenyl-2-thiazolyl)carbamate and 4.0 g of 2-aminopyridine. The mixture was stirred for 2.5 hours under refluxing. The reaction solution was allowed to stand for cooling. Deposited crystals were collected by filtration and washed with methyl alcohol. The crystals were then recrystallized from an N,N-dimethylformamide/methyl alcohol mixed solvent to obtain 1.2 g of N-(2-pyridyl)-N'-(4-phenylthiazol-2-yl)urea.

Workup

  1. temperatureunder refluxing
  2. temperaturefor cooling
  3. filtrationDeposited crystals were collected by filtration
  4. washwashed with methyl alcohol
  5. customThe crystals were then recrystallized from an N,N-dimethylformamide/methyl alcohol mixed solvent

Sources & evidence

ORD record
ord-e8e18761dcc44cb6aa48ac5c6e401c79
Source dataset
uspto-grants-1984_12
Patent number
US04490393

Reaction notes

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