Ammonium Hydroxide → 4-(2,4-Dichloroanilino)-7-hydroxybenzo[g]quinoline-3-carbonitrile

HRID 2213791노트

반응식

HRID 2213791 반응식
[Cl:1][C:2]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:3]=1[NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]3[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][C:12]=3[CH:13]=2)[N:8]=[CH:7][C:6]=1[C:21]#[N:22].Cl.N1C=CC=CC=1.[OH-].[NH4+]>>[Cl:1][C:2]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:3]=1[NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:12]=3[CH:13]=2)[N:8]=[CH:7][C:6]=1[C:21]#[N:22]

참가 물질

4

반응물 3

HCID 14923Ammonium HydroxideHCID 10176127Pyridinium chlorideHCID 219563924-(2,4-Dichloroanilino)-7-methoxybenzo[g]quinoline-3-carbonitrile

생성물 1

HCID 219564804-(2,4-Dichloroanilino)-7-hydroxybenzo[g]quinoline-3-carbonitrile

반응 조건

온도
215 °C

실험 절차

A reaction mixture of 566.5 mg (1.44 mmol) of 4-(2,4-dichloroanilino)-7-methoxybenzo[g]quinoline-3-carbonitrile and 10 g of pyridine hydrochloride is stirred at 215° C. for 50 min under nitrogen. After cooling, the mixture is neutralized with 40 mL of a 3% ammonium hydroxide solution and stirred for 0.5 hour. The separated solid is filtered off and washed with water and ether. After drying in vacuo, this yields 527.9 mg (96.5%) of 4-(2,4-dichloroanilino)-7-hydroxybenzo[g]quinoline-3-carbonitrile as a salmon color solid, mp>300° C.

후처리

  1. temperatureAfter cooling
  2. stirringstirred for 0.5 hour
  3. filtrationThe separated solid is filtered off
  4. washwashed with water and ether
  5. customAfter drying in vacuo

출처 및 근거

ORD 기록
ord-a638ad583ac747f0b3d044ba83033385
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07105531B2

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