Pyridine → 2-chloro-N-(3-chloro-4-fluorophenyl)acetamide

HRID 4469

반응식

HRID 4469 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].N1C=CC=CC=1.[Cl:16][CH2:17][C:18](Cl)=[O:19]>C1(C)C=CC=CC=1>[Cl:16][CH2:17][C:18]([NH:5][C:4]1[CH:6]=[CH:7][C:8]([F:9])=[C:2]([Cl:1])[CH:3]=1)=[O:19]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 97083-Chloro-4-fluoroaniline

생성물 1

HCID 7358492-chloro-N-(3-chloro-4-fluorophenyl)acetamide수율 88%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To 130 ml. of toluene was added, with stirring, 24.0 g. (0.165 mole) of 3-chloro-4-fluoroaniline and 13.5 ml. (0.166 mole) of pyridine. The resulting solution was cooled to ca 0° C. and 13.2 ml. (0.166 mole) of 2-chloroacetyl chloride was added. The reaction mixture was stirred at room temperature for 5 hours and then it was extracted twice with 100 ml. of 1N hydrochloric acid, followed by 100 ml. of saturated sodium chloride solution. The resulting toluene solution was dried using magnesium sulfate, and then it was concentrated in vacuo to give 32.6 g. (88% yield) of N-(2-chloroacetyl)-3-chloro-4-fluoroaniline.

후처리

  1. temperatureThe resulting solution was cooled to ca 0° C.
  2. stirringThe reaction mixture was stirred at room temperature for 5 hours
  3. extractionit was extracted twice with 100 ml
  4. dry with materialThe resulting toluene solution was dried
  5. concentrationit was concentrated in vacuo
  6. customto give 32.6 g

출처 및 근거

ORD 기록
ord-67d46a104ad240b9a00c308bf07eb4cb
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725616

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