4-Chloroaniline → HCID 18372708, 화합물

HRID 382862노트

반응식

HRID 382862 반응식
[Br:1][C:2]1[CH:11]=[C:10]([C:12]([OH:14])=O)[C:9]([OH:15])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1.P(Cl)(Cl)Cl>O>[Br:1][C:2]1[CH:11]=[C:10]([C:12]([NH:21][C:20]2[CH:22]=[CH:23][C:17]([Cl:16])=[CH:18][CH:19]=2)=[O:14])[C:9]([OH:15])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

참가 물질

5

반응물 3

HCID 78124-ChloroanilineHCID 24387Phosphorus trichlorideHCID 145347685-Bromo-8-hydroxyquinoline-7-carboxylic acid

생성물 1

HCID 18372708HCID 18372708, 화합물수율 52.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 5-bromo-8-hydroxyquinoline-7-carboxylic acid (2.68 g) of Preparation 2 and 4-chloroaniline (1.28 g) in 250 mL xylenes is heated to reflux. To this is added dropwise PCl3 (0.69 g). Refluxing is continued overnight. The reaction is then cooled and water is added to destroy excess PCl3. The resulting solid is collected, washed with water and dried. The crude product is recrystallized from EtOAc/hexanes to yield 1.97 g of the title product as an orange solid.

후처리

  1. temperatureis heated to reflux
  2. temperatureRefluxing
  3. temperatureThe reaction is then cooled
  4. customto destroy excess PCl3
  5. customThe resulting solid is collected
  6. washwashed with water
  7. customdried
  8. customThe crude product is recrystallized from EtOAc/hexanes

출처 및 근거

ORD 기록
ord-ea4c18fb2e574ae3a40982b872b6f2fc
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310211B1

반응 노트

불러오는 중…