Chloroacetyl chloride → 3-Biphenyl-2-yl-5-chloro-2-chloromethyl-3H-quinazolin-4-one

HRID 433249ノート

反応式

HRID 433249 の反応式
[NH2:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:5].[Cl:24][CH2:25][C:26](Cl)=O>C(O)(=O)C>[C:8]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[N:6]1[C:4](=[O:5])[C:3]2[C:2](=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:23])[N:1]=[C:26]1[CH2:25][Cl:24]

参加物

4

反応物 2

HCID 6577Chloroacetyl chlorideHCID 223165622-Amino-N-biphenyl-2-yl-6-chlorobenzamide

生成物 1

HCID 223165793-Biphenyl-2-yl-5-chloro-2-chloromethyl-3H-quinazolin-4-one収率 61%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Prepared according to Procedure B with 1i (2.0 g, 6.20 mmol) and chloroacetyl chloride (1.5 mL, 18.6 mmol) in acetic acid (30 mL). Purified by chromatography in CH2Cl21 followed by recrystallization from isopropanol to afford 1.44 g of an off-white solid (61%). 1H NMR (CDCl3) δ: 7.61-7.64 (m, 1H); 7.58-7.59 (m, 1H); 7.54-7.57 (m, 2H); 7.52-7.53 (m, 1H); 7.45-7.52 (m, 2H); 7.24 (s, 5H); 3.92-4.03 (m, 2H). MS (ES): m/z 381.0 (M+).

後処理

  1. customPrepared
  2. customPurified by chromatography in CH2Cl21
  3. customfollowed by recrystallization from isopropanol

出典と根拠

ORDレコード
ord-f749d30bb9a94ba6af187074acee6d6f
出典データセット
uspto-grants-2003_12
特許番号
US06667300B2

反応ノート

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