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

HRID 469317노트

반응식

HRID 469317 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d8a2718c0911453f9d47a4de7cf71a7f
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629137B2

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