Sodium Hydroxide → HCID 19966959, compound

HRID 976271Notes

Reaction equation

HRID 976271 reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([Cl:13])=[N:11][CH:12]=1)=O.[N+]([O-])(O)=O.[F:19][C:20]([F:35])([O:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]([NH2:34])=[NH:33])[CH:28]=[CH:29][CH:30]=1)[CH:21]([F:23])[F:22].[OH-].[Na+]>CC(O)C>[F:19][C:20]([F:35])([O:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]2[N:34]=[C:5]([C:7]3[CH:8]=[CH:9][C:10]([Cl:13])=[N:11][CH:12]=3)[CH:4]=[CH:3][N:33]=2)[CH:28]=[CH:29][CH:30]=1)[CH:21]([F:22])[F:23]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 54299500HCID 54299500, compoundHCID 1785125183-(1,1,2,2-Tetrafluoroethoxy)phenylguanidine nitrate

Product 1

HCID 19966959HCID 19966959, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

9.22 g (43.8 mmol)of 3-dimethylamino-1-(2-chloro-5-pyridyl)-2-propen-1-one is suspended in 88 ml of 2-propanol. 11 g (43.8 mmol) of 3-(1,1,2,2-tetrafluoro-ethoxy)-phenyl-guanidine nitrate and 1.93 g (48.4 mmol) of sodium hydroxide are added and the reaction mixture is boiled under reflux for 19 h. After cooling to RT, the product is isolated by filtration, washed with 2-propanol and water and dried at 50° under HV. N[3(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-4-(2-chloro-5-pyridyl)-2-pyrimidineamine is obtained; FAB-MS: 399 (M+ +H), m.p. 182°-184°.

Workup

  1. temperatureunder reflux for 19 h
  2. customthe product is isolated by filtration
  3. washwashed with 2-propanol and water
  4. customdried at 50° under HV

Sources & evidence

ORD record
ord-c32bc0f2e353444dbeb2516ef45656c6
Source dataset
uspto-grants-1997_03
Patent number
US05612340

Reaction notes

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