Aluminum(III) Chloride → 6-(2,6-dichloro-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

HRID 469356Notes

Reaction equation

HRID 469356 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8](Cl)=[O:9])[CH:5]=[C:4]([Cl:11])[N:3]=1.[CH3:12][C:13]1[C:18]2[NH:19][C:20](=[O:22])[O:21][C:17]=2[CH:16]=[CH:15][CH:14]=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([C:15]2[CH:14]=[C:13]([CH3:12])[C:18]3[NH:19][C:20](=[O:22])[O:21][C:17]=3[CH:16]=2)=[O:9])[CH:5]=[C:4]([Cl:11])[N:3]=1

Participants

4

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 110311332,6-dichloropyrimidine-4-carbonyl ChlorideHCID 127093364-Methyl-3H-benzooxazol-2-one

Product 1

HCID 581811486-(2,6-dichloro-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

Procedure

2.75 g (13.0 mmol) 2,6-dichloro-pyrimidine-4-carboxylic acid chloride, 1.94 g (13.0 mmol) 4-methyl-3H-benzoxazol-2-one and 6.93 g (52.0 mmol) aluminium trichloride were heated to 125° C. for 1.5 h with stirring. The mixture combined with ice water and the product precipitated as a solid was suction filtered, washed with water and dried i. vac.

Workup

  1. customthe product precipitated as a solid
  2. filtrationfiltered
  3. washwashed with water
  4. customdried i

Sources & evidence

ORD record
ord-5267ba92f4aa48aa831d8429ee973551
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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