Carbamic acid, ethyl ester → Fluquazone

HRID 1395147노트

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HRID 1395147 반응식
[F:1][C:2]([F:21])([F:20])[CH2:3][NH:4][C:5]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:6]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.[C:22](=O)([O:24]CC)[NH2:23]>C(Cl)(Cl)Cl.[Cl-].[Zn+2].[Cl-]>[F:1][C:2]([F:21])([F:20])[CH2:3][N:4]1[C:5]2[C:6](=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:23][C:22]1=[O:24]

참가 물질

5

반응물 2

HCID 5641Carbamic acid, ethyl esterHCID 898212-(2,2,2-Trifluoroethylamino)-5-chlorobenzophenone

생성물 1

HCID 219069Fluquazone수율 73.1%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 6212Chloroform용매

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온도
190 °C

실험 절차

A mixture of 62.7 g of 2-(2,2,2-trifluoroethylamino)-5-chlorobenzophenone, 107 g of ethyl carbamate and 10 g of zinc chloride was heated at 190° C. (oil bath temperature) for 3 hours. After cooling, the reaction mixture was dissolved in chloroform and the insoluble material was filtered off. The chloroform solution was washed successively with dilute hydrochloric acid and water, and dried over anhydrous sodium sulfate. Then the solvent was removed under reduced pressure and the residual solid was washed 3 times with 100 ml of isopropyl ether and dried to give 49.5 g of 1-(2,2,2-trifluoroethyl)-4-phenyl-6-chloro-2(1H)-quinazolinone as a pale gray powder. Recrystallization from ethanol gave pale yellow needles, m.p. 186.5°-187.5° C.

후처리

  1. temperatureAfter cooling
  2. filtrationthe insoluble material was filtered off
  3. washThe chloroform solution was washed successively with dilute hydrochloric acid and water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThen the solvent was removed under reduced pressure
  6. washthe residual solid was washed 3 times with 100 ml of isopropyl ether
  7. customdried

출처 및 근거

ORD 기록
ord-2104eabaa0df4b47b01079133fcb8174
출처 데이터셋
uspto-grants-1980_05
특허 번호
US04202895

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