Aluminum(III) Chloride → HCID 58181206, compound

HRID 469296

Reaction equation

HRID 469296 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[Cl-].[Cl-].[Cl-].[Al+3].[CH3:15][C:16]1[C:21]2[NH:22][C:23](=[O:25])[O:24][C:20]=2[CH:19]=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([C:18]2[CH:17]=[C:16]([CH3:15])[C:21]3[NH:22][C:23](=[O:25])[O:24][C:20]=3[CH:19]=2)=[O:9])[CH:3]=1

Participants

4

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 127093364-Methyl-3H-benzooxazol-2-oneHCID 184220986-Chloropyrimidine-4-carbonyl chloride

Product 1

HCID 58181206HCID 58181206, compound

Conditions

Temperature
130 °C

Procedure

A well stirred mixture of 2.34 g (13.2 mmol) 6-chloropyrimidine-4-carboxylic acid chloride, 8.00 g (60.0 mmol) aluminium trichloride and 1.79 g (12.0 mmol) 4-methyl-3H-benzoxazol-2-one was heated to 130° C. for 1.5 h. After cooling to RT the mixture was decomposed with ice water, then extracted with ethyl acetate, the organic phase was dried on sodium sulphate and evaporated down i. vac. The crude product left as a solid was triturated with diethyl ether, suction filtered and dried in the air.

Workup

  1. temperatureAfter cooling to RT the mixture
  2. extractionextracted with ethyl acetate
  3. customthe organic phase was dried on sodium sulphate
  4. customevaporated down i
  5. waitThe crude product left as a solid
  6. customwas triturated with diethyl ether, suction
  7. filtrationfiltered
  8. customdried in the air

Sources & evidence

ORD record
ord-c961173ac0b74a0d908d78f18e71632f
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Linked notes

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