Isobutyryl chloride → HCID 59623752, 화합물

HRID 1093955노트

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HRID 1093955 반응식
C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Cl:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[Pb+3].[F:22][CH:23]([F:38])[CH2:24][N:25]1[C:34]2[C:29](=[N:30][CH:31]=[CH:32][N:33]=2)[C:28](=[O:35])[CH2:27][S:26]1(=[O:37])=[O:36].[C:39](Cl)(=[O:43])[CH:40]([CH3:42])[CH3:41]>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl.C1(C)C=CC=CC=1.ClCCl.Cl>[Cl:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[C:27]1[S:26](=[O:36])(=[O:37])[N:25]([CH2:24][CH:23]([F:22])[F:38])[C:34]2[C:29]([C:28]=1[O:35][C:39](=[O:43])[CH:40]([CH3:42])[CH3:41])=[N:30][CH:31]=[CH:32][N:33]=2

참가 물질

9

반응물 3

HCID 62325Isobutyryl chlorideHCID 59623757HCID 59623757, 화합물HCID 178476527HCID 178476527, 화합물

생성물 1

HCID 59623752HCID 59623752, 화합물

시약·촉매·용매 5

HCID 142844-(Dimethylamino)pyridine촉매HCID 313Hydrochloric Acid용매HCID 1140Toluene용매HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 2-chloro-4-methyl-phenyl lead triacetate (0.153 g), 1-(2,2-difluoro-ethyl)-2,2-dioxo-2,3-dihydro-1H-2-λ-6-thia-1,5,8-triaza-naphthalen-4-one (Example 9.4) (0.070 g) and 4-dimethylaminopyridine (“DMAP”) (0.169 g) in anhydrous chloroform (2 ml) and toluene (1 ml) under a nitrogen atmosphere was heated to reflux for four hours. Isobutyryl chloride (53 μl) was added and the reaction mixture heated to reflux for a further two hours. The reaction mixture was then allowed to cool to ambient temperature and diluted with dichloromethane and aqueous hydrochloric acid (2M). The solids were removed by filtration and the filtrate was separated. The aqueous layer was extracted with further dichloromethane. The combined organic extracts were concentrated. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 1:6) to give Compound No. C136 of Table C (0.019 g).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for four hours
  3. temperaturethe reaction mixture heated
  4. temperatureto reflux for a further two hours
  5. customThe solids were removed by filtration
  6. customthe filtrate was separated
  7. extractionThe aqueous layer was extracted with further dichloromethane
  8. concentrationThe combined organic extracts were concentrated
  9. customThe residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 1:6)
  10. customto give Compound No

출처 및 근거

ORD 기록
ord-47bc5fc963164db8a1f226c8b5517b39
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133849B2

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