Cyanuric chloride → HCID 22393515, compound

HRID 1071512Notes

Reaction equation

HRID 1071512 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.[NH2:10][C:11]1[CH:12]=[C:13]([CH:17]=[C:18]([Cl:21])[C:19]=1[CH3:20])[C:14]([NH2:16])=[O:15]>CC(C)=O>[Cl:21][C:18]1[CH:17]=[C:13]([CH:12]=[C:11]([NH:10][C:2]2[N:1]=[C:8]([Cl:9])[N:7]=[C:5]([Cl:6])[N:4]=2)[C:19]=1[CH3:20])[C:14]([NH2:16])=[O:15]

Participants

4

Reactant 2

HCID 7954Cyanuric chlorideHCID 22393519HCID 22393519, compound

Product 1

HCID 22393515HCID 22393515, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

Cyanuric chloride (65.0 mg, 0.35 mmol) was added to an acetone solution (5 mL) of 3-amino-5-chloro-4-methyl-benzamide (65.0 mg, 0.35 mmol) at 0° C. The mixture was stirred for 1 h at 0° C. Ice was added to the mixture and subsequent filtration yielded of 3-chloro-5-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-4-methyl-benzamide (101.0 mg, 87%) as white solid. MS (m/z) calced for C11H8N5O (MH+), 331: found, 331.

Workup

  1. additionIce was added to the mixture and subsequent filtration

Sources & evidence

ORD record
ord-60fef064fa2f4b7d87ac97b783f408ed
Source dataset
uspto-grants-2005_06
Patent number
US06906067B2

Reaction notes

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