Dichloromethane → [2-[(3-Amino-2-pyridinyl)amino]-4-chlorophenyl]phenylmethanone

HRID 543603노트

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HRID 543603 반응식
[NH2:1][C:2]1[CH:16]=C[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9](Cl)=[CH:8][CH:7]=1)=[O:5].[NH2:17][C:18]1[C:19](Cl)=[N:20][CH:21]=[CH:22][CH:23]=1.[CH2:25]([Cl:27])Cl>>[NH2:17][C:18]1[C:19]([NH:1][C:2]2[CH:16]=[C:25]([Cl:27])[CH:14]=[CH:13][C:3]=2[C:4]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)=[O:5])=[N:20][CH:21]=[CH:22][CH:23]=1

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 761662-Amino-4'-chlorobenzophenoneHCID 805282-Chloro-3-pyridylamine

생성물 1

HCID 15586654[2-[(3-Amino-2-pyridinyl)amino]-4-chlorophenyl]phenylmethanone

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온도
180 °C

실험 절차

A stirred mixture of 23.2 g (0.1 mole) of 2-amino-4'-chlorobenzophenone and 14.2 g (0.11 mole) of 3-amino-2-chloropyridine was heated at 180° C. under nitrogen atmosphere for 2.5 hr. The mixture solidifed upon cooling to room temperature and was broken up with a spatula. The solid was suspended in 100 ml of methylene chloride and collected by filtration. The filter cake was dissolved in a mixture of water-methanol, basified with 3 N sodium hydroxide and extracted twice with methylene chloride. The combined methylene chloride extracts were dried over magnesium sulfate and evaporated under reduced pressure. The residue which had crystallized was triturated in isopropyl ether and the solid (16.7 g) collected by filtration. A 3 g sample was recrystallized from isopropyl ether to give 1.6 g product; m.p. 153°-155° C.

후처리

  1. temperatureupon cooling to room temperature
  2. filtrationcollected by filtration
  3. dissolutionThe filter cake was dissolved in a mixture of water-methanol
  4. extractionextracted twice with methylene chloride
  5. dry with materialThe combined methylene chloride extracts were dried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. customThe residue which had crystallized
  8. customwas triturated in isopropyl ether
  9. filtrationthe solid (16.7 g) collected by filtration
  10. customA 3 g sample was recrystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-06baa884e0cf491d9562bc1181fb8948
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04447361

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