3-Chloro-4-fluoroaniline → 4-(3-Chloro-4-fluoroanilino)-6-(1-imidazolyl)quinazoline

HRID 618671노트

반응식

HRID 618671 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[CH:15][N:14]=[CH:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Cl:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH2:21].[OH-].[NH4+]>C(O)(C)C.O>[Cl:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH:21][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[CH:15][N:14]=[CH:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 97083-Chloro-4-fluoroanilineHCID 14923Ammonium HydroxideHCID 218478354-Chloro-6-(1-imidazolyl)quinazoline

생성물 1

HCID 218478184-(3-Chloro-4-fluoroanilino)-6-(1-imidazolyl)quinazoline수율 19.7%

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

실험 절차

A mixture of 4-chloro-6-(1-imidazolyl)quinazoline (3.8 g) and 3-chloro-4-fluoroaniline (2.64 g) in isopropanol (50 ml) was heated to reflux for 3 hours. The solid product so obtained was filtered off, washed with isopropanol and with diethyl ether and dried. The solid so obtained was suspended in water (40 ml) and an aqueous ammonium hydroxide solution (15 ml) was added. The mixture was stirred for 10 minutes. the solid was filtered off, washed with 20% aqueous ammonium hydroxide solution, with water, with acetone and with diethyl ether and dried to give 4-(3-chloro-4-fluoroanilino)-6-(1-imidazolyl)quinazoline (1.10 g); NMR Spectrum: (CD3SOCD3) 7.22 (s, 1H), 7.49 (t, 1H), 7.84 (m, 1H), 7.88 (s, 1H), 7.96 (d, 1H), 8.19 (t, 1H), 8.24 (m, 1H), 8.40 (s, 1H), 8.68 (s, 1H), 8.74 (d, 1H), 9.90 (s, 1H);

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. customThe solid product so obtained
  4. filtrationwas filtered off
  5. washwashed with isopropanol and with diethyl ether
  6. customdried
  7. customThe solid so obtained
  8. filtrationthe solid was filtered off
  9. washwashed with 20% aqueous ammonium hydroxide solution, with water, with acetone and with diethyl ether
  10. customdried

출처 및 근거

ORD 기록
ord-5933c9103f02475195a196f2ec7770e7
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05955464

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