Hydrochloric Acid → HCID 21897131, compound

HRID 2057050Notes

Reaction equation

HRID 2057050 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:10][C:11]2[N:16]=[C:15](Cl)[N:14]=[C:13]([Cl:18])[N:12]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH:19]1([CH2:25][NH2:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[OH-].[Na+].Cl>CC(C)=O>[Cl:18][C:13]1[N:12]=[C:11]([NH:10][C:4]2[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([Cl:1])[CH:3]=2)[N:16]=[C:15]([NH:26][CH2:25][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[N:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 76688CyclohexanemethylamineHCID 21896921(3-Chloro-4-methoxy-phenyl)-(4,6-dichloro-[1,3,5]triazin-2-yl)-amine

Product 1

HCID 21897131HCID 21897131, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a sample of 101 (0.3004 g, 1.0 mmol, prepared as indicated herein) dissolved in acetone (4 mL) was added a solution of cyclohexanemethylamine (0.13 mL, 1.0 mmol) in acetone (1 mL) followed by addition of a NaOH solution (0.0448 g, 1.0 mmol dissolved in 1 mL of H2O). The reaction mixture was allowed to stir at reflux for about 3 hours. The reaction mixture was then poured over crushed ice and neutralized with 10% HCl (aq) and 5% NaOH (aq). The resulting solid was collected by vacuum filtration, washed with water and dried overnight under vacuum to afford compound 102 (0.29 g, 76% recovery).

Workup

  1. temperatureat reflux for about 3 hours
  2. additionThe reaction mixture was then poured
  3. customover crushed ice
  4. filtrationThe resulting solid was collected by vacuum filtration
  5. washwashed with water
  6. customdried overnight under vacuum

Sources & evidence

ORD record
ord-7e33b4b502374253b7be488f5b465b33
Source dataset
uspto-grants-2008_02
Patent number
US07335770B2

Reaction notes

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