Hydrochloric Acid → 2-Chloro-4'-isopropyl-3'-sulfamoylacetophenone

HRID 1703890노트

반응식

HRID 1703890 반응식
[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][C:5]=1[S:13](=[O:16])(=[O:15])[NH2:14])([CH3:3])[CH3:2].[N+](=[CH2:19])=[N-].C(O)COCCO.COC.[ClH:30]>CCOCC>[Cl:30][CH2:19][C:8]([C:7]1[CH:11]=[CH:12][C:4]([CH:1]([CH3:3])[CH3:2])=[C:5]([S:13](=[O:16])(=[O:15])[NH2:14])[CH:6]=1)=[O:9]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 9550DiazomethaneHCID 212256572-(2-Hydroxyethoxy)ethanol;methoxymethaneHCID 227605054-Isopropyl-3-sulfamoylbenzoylchloride

생성물 1

HCID 227606662-Chloro-4'-isopropyl-3'-sulfamoylacetophenone

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

13.5 g of 4-isopropyl-3-sulfamoylbenzoyl chloride were reacted as prescribed in Example 66(b) with diazomethane in ether, the 4'-isopropyl-3'-sulfamoyldiazoacetophenone remaining in solution without precipitating as crystals. The solution so obtained was allowed to flow into a mixture of 200 ml of diethylene glycol-dimethyl ether and 100 ml of concentrated hydrochloric acid while stirring and cooling with ice, whereafter the solvent was largely distilled off under reduced pressure. To the oily residue, 500 ml of water were added and the solution was extracted with 200 ml of ethyl acetate. Drying followed over sodium sulfate and the solvent was distilled off under reduced pressure. The oily residue crystallized in the course of 1 to 3 days and was then triturated under a small amount of xylene and filtered off. Melting point: 141° C.

후처리

  1. customthe 4'-isopropyl-3'-sulfamoyldiazoacetophenone remaining in solution without precipitating as crystals
  2. customThe solution so obtained
  3. temperaturecooling with ice, whereafter the solvent
  4. distillationwas largely distilled off under reduced pressure
  5. additionTo the oily residue, 500 ml of water were added
  6. extractionthe solution was extracted with 200 ml of ethyl acetate
  7. customDrying
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe oily residue crystallized in the course of 1 to 3 days
  10. customwas then triturated under a small amount of xylene
  11. filtrationfiltered off

출처 및 근거

ORD 기록
ord-a8370e0adc4e490981fc9e77e3c5d9f3
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04125614

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