Chloroacetyl chloride → 2-Chloromethyl-3-(2-chlorophenyl)-5-methyl-3H-quinazolin-4-one

HRID 452906

反応式

HRID 452906 の反応式
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:13])=[O:5].[Cl:19][CH2:20][C:21](Cl)=O>C(O)(=O)C>[Cl:19][CH2:20][C:21]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[Cl:13])[C:4](=[O:5])[C:3]2[C:2](=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:18])[N:1]=1

参加物

4

反応物 2

HCID 6577Chloroacetyl chlorideHCID 167856852-Amino-N-(2-chlorophenyl)-6-methylbenzamide

生成物 1

HCID 223165472-Chloromethyl-3-(2-chlorophenyl)-5-methyl-3H-quinazolin-4-one収率 24%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Prepared according to Procedure B with 1g (2.18 g, 8.36 mmol) and chloroacetyl chloride (2.0 mL, 25.1 mmol) in acetic acid (40 mL). Purified by two chromatographies in CH2Cl2 and EtOAc/hexanes, followed by recrystallization from isopropanol to afford 638 mg of an off-white crystalline solid (24%). 1H NMR (DMSO-d6) δ: 7.73-7.80 (m, 3H); 7.58-7.64 (m, 3H); 7.41 (d, J=7.4 Hz, 1H); 4.40 (d, J=12 Hz, 1H), 4.26 (d, J=12 Hz, 1H); 2.74 (s, 3H). MS (ES): m/z 319.0 (M+).

後処理

  1. customPrepared
  2. customPurified by two chromatographies in CH2Cl2
  3. customEtOAc/hexanes, followed by recrystallization from isopropanol

出典と根拠

ORDレコード
ord-43129f9f3d3642d98b8dd49ff7020b1e
出典データセット
uspto-grants-2013_07
特許番号
US08492389B2

関連ノート

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