Hydrochloric Acid → HCID 13394284, 화합물

HRID 2164300노트

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HRID 2164300 반응식
Cl[C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[O:7])=[C:4]([NH2:17])[CH:3]=1.C(O[C:21](=[S:24])CC)C.[C:25]([O:29]Cl)(C)(C)[CH3:26].C(N(CC)CC)C.[ClH:38]>C(Cl)Cl>[Cl:38][C:16]1[CH:2]=[C:3]2[C:4](=[C:5]([C:6](=[O:7])[C:8]3[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=3)[CH:15]=1)[NH:17][C:25](=[O:29])[CH:26]2[S:24][CH3:21]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 521297Tert-Butyl hypochloriteHCID 12284386Ethyl methylthioacetateHCID 223994925-chloro-2-(4-fluorobenzoyl)aniline

생성물 1

HCID 13394284HCID 13394284, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-65 °C

실험 절차

A solution of 54.0 g (0.216 mole) of 4-chloro-4'-fluoro-2-aminobenzophenone in 700 ml of methylene chloride was cooled to -65° C. and 30.5 g (0.227 mol) of ethyl-2-methylthioacetate was added. Twenty six (26) g (0.227 mol) of 95% tertiary butoxy chloride was added dropwise under stirring over a 20 minute period while maintaining the temperature of the solution at -65° C. The resulting light brown yellow solution was stirred at -70° C. for one hour and 25 g (0.25 mol) of triethylamine was added to the solution. This mixture was allowed to warm to room temperature and 400 ml of 3N HCl was added to the mixture. The resulting mixture was heated at reflux temperature under vigorous stirring for 2 hrs. The resulting organic phase was separated, washed with 100 ml of water and dried. The methylene chloride was evaporated and the residue triturated with diethyloxide. The resulting solid was collected by filtration, washed and dried to give 35.1 g of product. The product was crystallized to give 31.1 g (43%) of the titled compound as off-white crystals, mp. 202°-204° C.

후처리

  1. stirringThe resulting light brown yellow solution was stirred at -70° C. for one hour
  2. temperatureto warm to room temperature
  3. temperatureThe resulting mixture was heated
  4. temperatureat reflux temperature
  5. stirringunder vigorous stirring for 2 hrs
  6. customThe resulting organic phase was separated
  7. washwashed with 100 ml of water
  8. customdried
  9. customThe methylene chloride was evaporated
  10. customthe residue triturated with diethyloxide
  11. filtrationThe resulting solid was collected by filtration
  12. washwashed
  13. customdried

출처 및 근거

ORD 기록
ord-a9ae38d7963b4b9b9de629f3af03d609
출처 데이터셋
uspto-grants-1985_03
특허 번호
US04503073

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