2,6-Dichloro-isonicotinoyl chloride → 6-(2,6-dichloro-pyridine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

HRID 469317ノート

反応式

HRID 469317 の反応式
[Cl:1][C:2]1[CH: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]>CCOC(C)=O>[Cl:1][C:2]1[CH: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

参加物

5

反応物 3

HCID 27816432,6-Dichloro-isonicotinoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 127093364-Methyl-3H-benzooxazol-2-one

生成物 1

HCID 581812126-(2,6-dichloro-pyridine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

3.00 g (14.3 mmol) 2,6-dichloropyridine-4-carboxylic acid chloride, 1.80 g (11.0 mmol) 4-methyl-3H-benzoxazol-2-one and 9.47 g (71.0 mmol) aluminium trichloride were combined and heated for 2 h to 125° C. with stirring. Then the mixture was decomposed with ice water and EtOAc and the phases were separated. The aqueous phase was extracted several times with EtOAc. The organic phases were combined, dried on sodium sulphate, filtered and the filtrate was evaporated down i. vac. The residue was triturated with diethyl ether, the precipitate was suction filtered and dried i. vac.

後処理

  1. temperatureheated for 2 h to 125° C.
  2. customthe phases were separated
  3. extractionThe aqueous phase was extracted several times with EtOAc
  4. customdried on sodium sulphate
  5. filtrationfiltered
  6. customthe filtrate was evaporated down i
  7. customThe residue was triturated with diethyl ether
  8. filtrationfiltered
  9. customdried i

出典と根拠

ORDレコード
ord-d8a2718c0911453f9d47a4de7cf71a7f
出典データセット
uspto-grants-2014_01
特許番号
US08629137B2

反応ノート

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