• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】58447

【品名】3-benzyl-7-chloro-2-propyl-4(3H)-quinazolinone

【CA登记号】

【 分 子 式 】C18H17ClN2O

【 分 子 量 】312.79856

【元素组成】C 69.12% H 5.48% Cl 11.33% N 8.96% O 5.11%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VI)

4-Chloroanthranilic acid (I) is acylated by butyryl chloride (II) in DMF to produce amide (III). This is then cyclized to the benzoxazinone (IV) upon heating with acetic anhydride. Condensation of (IV) with benzylamine (V) in refluxing chloroform, followed by treatment with NaOH in hot ethyleneglycol, gives rise to the quinazolinone (VI). Subsequent benzylic bromination of (VI) at the propyl side chain produces (VII). The bromide group of (VII) is then displaced with N,N-dimethyl-1,3-propanediamine (VIII) to furnish (IX). Finally, amine (IX) is acylated by 4-bromobenzoyl chloride (X) to afford the corresponding benzamide.

1 Chabala, J.C.; Morgans, D.J. Jr.; Feng, B.; Finer, J.T.; Bergnes, G.; Smith, W.W. (Cytokinetics, Inc.); Methods and compsns. utilizing quinazolinones. WO 0198278 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 52504 4-Chloro-2-aminobenzoic acid; 2-Amino-4-chlorobenzoic acid; 2-Carboxy-5-chloroaniline; 3-Amino-4-carboxy-1-chlorobenzene; 4-Chloroanthranilic acid 89-77-0 C7H6ClNO2 详情 详情
(II) 10792 Butanoyl chloride; Butyryl chloride 141-75-3 C4H7ClO 详情 详情
(III) 58445 2-(butyrylamino)-4-chlorobenzoic acid C11H12ClNO3 详情 详情
(IV) 58446 7-chloro-2-propyl-4H-3,1-benzoxazin-4-one C11H10ClNO2 详情 详情
(V) 15147 Benzylamine; Phenylmethanamine 100-46-9 C7H9N 详情 详情
(VI) 58447 3-benzyl-7-chloro-2-propyl-4(3H)-quinazolinone C18H17ClN2O 详情 详情
(VII) 58448 3-benzyl-2-(1-bromopropyl)-7-chloro-4(3H)-quinazolinone C18H16BrClN2O 详情 详情
(VIII) 25248 N-(3-aminopropyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,3-propanediamine 109-55-7 C5H14N2 详情 详情
(IX) 58449 3-benzyl-7-chloro-2-(1-{[3-(dimethylamino)propyl]amino}propyl)-4(3H)-quinazolinone C23H29ClN4O 详情 详情
(X) 45960 4-bromobenzoyl chloride 586-75-4 C7H4BrClO 详情 详情
Extended Information