Cyanuric chloride → HCID 178525764, compound

HRID 1671760Notes

Reaction equation

HRID 1671760 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[NH2:10][C@@H:11]1[CH2:16][CH2:15][C@H:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]1.[OH-].[Na+]>CC#N.O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:10][C@@H:11]2[CH2:16][CH2:15][C@H:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]2)[N:7]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 14798Sodium HydroxideHCID 178511566HCID 178511566, compound

Product 1

HCID 178525764HCID 178525764, compound

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Conditions

Temperature
0 °C

Procedure

A mixture of cyanuric chloride (493.65 mg, 2.7 mmol, 1 equivalent) in CH3CN/H2O (1/1, 20 ml) was cooled to 0° C. cis-4-aminocyclohexylcarboxylic acid (283.26 mg, 2.7 mmol, 1 equivalent) was added, followed by 1N NaOH (10.7 ml, 2 equivalents). The reaction was stirred at 0° C. for 15 min. LCMS analysis showed the complete consumption of the 2,4,6-trichloro-1,3,5-triazine. The crude product was used in the next step.

Workup

  1. additionwas added
  2. customthe complete consumption of the 2,4,6-trichloro-1,3,5-triazine

Sources & evidence

ORD record
ord-394a811ce10043338ee61a3b4ff98306
Source dataset
uspto-grants-2011_08
Patent number
US07994317B2

Reaction notes

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