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

HRID 618671ノート

反応式

HRID 618671 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3776Isopropanol溶媒

実験手順

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);

後処理

  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

出典と根拠

ORDレコード
ord-5933c9103f02475195a196f2ec7770e7
出典データセット
uspto-grants-1999_09
特許番号
US05955464

反応ノート

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