Cyanuric chloride → HCID 87317448, compound

HRID 1942895Notes

Reaction equation

HRID 1942895 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:15])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.C(N(CC)CC)C.[N:23]1[C:30]([Cl:31])=[N:29][C:27](Cl)=[N:26][C:24]=1[Cl:25]>CO>[Cl:25][C:24]1[N:23]=[C:30]([Cl:31])[N:29]=[C:27]([NH:15][C:5]2[CH:6]=[CH:7][C:8]([N:9]3[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:26]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 8471TriethylamineHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 87317448HCID 87317448, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (1.0 g, 4.92 mmol) and triethylamine (0.75 ml, 5.42 mmol) in 15 ml of methanol was cooled in an ice-bath and cyanuric chloride (889 mg, 4.82 mmol) added portionwise. The mixture was stirred for 1 hour at 0° C. Filtration of the precipitate gave the title compound (1.115 g, 65%) as a slightly brownish solid.

Workup

  1. filtrationFiltration of the precipitate

Sources & evidence

ORD record
ord-cb02afe0ca72434a89a558f2f0ee67da
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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