Chloroacetyl chloride → 6-Chloro-2-chloromethyl-3-(2-chlorophenyl)-3H-quinazolin-4-one

HRID 241907

반응식

HRID 241907 반응식
[NH2:1][C:2]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][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:18][C:15]1[CH:14]=[C:3]2[C:2](=[CH:17][CH:16]=1)[N:1]=[C:21]([CH2:20][Cl:19])[N:6]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:13])[C:4]2=[O:5]

참가 물질

4

반응물 2

HCID 6577Chloroacetyl chlorideHCID 167817822-Amino-5-chloro-N-(2-chlorophenyl)benzamide

생성물 1

HCID 223165656-Chloro-2-chloromethyl-3-(2-chlorophenyl)-3H-quinazolin-4-one수율 92%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Prepared according to Procedure B with 1d (500 mg, 1.78 mmol) and chloroacetyl chloride (0.42 mL, 5.33 mmol) in acetic acid (10 mL). Purified by recrystallization from isopropanol to afford 555 mg of a yellow solid (92%). 1H NMR (CDCl3) δ: 8.27 (d, J=1.9 Hz, 1H); 7.74-7.78 (m, 2H); 7.60-7.66 (m, 1H); 7.48-7.57 (m, 3H); 4.37 (d, J=12 Hz, 1H), 4.07 (d, J=12 Hz, 1H). MS (ES): m/z 339.0 (M+).

후처리

  1. customPrepared
  2. customPurified by recrystallization from isopropanol

출처 및 근거

ORD 기록
ord-3751c0c9e4f847b386f8a89e133c5af2
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653077B2

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