3-三氟甲基氯苄 → 2-[(3-Trifluoromethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18754

反应方程式

HRID 18754 反应方程式
[C:1]1([C@H:7]2[C@@H:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:10][C:9](=[S:18])[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:19][C:20]([F:30])([F:29])[C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH2:24][Cl:25]>CCO>[ClH:25].[F:19][C:20]([F:29])([F:30])[C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH2:24][S:18][C:9]1[NH:8][C@H:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C@H:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:10]=1

参与物

4

反应物 2

HCID 697163-三氟甲基氯苄HCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

产物 1

HCID 685671332-[(3-Trifluoromethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride收率 55.5%

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3-trifluoromethylbenzyl chloride (0.243 mL, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 196 mg of the product 202. 1H NMR (DMSO-d6) δ 11.32 (s, 2 H), 8.10-7.65 (m, 4 H), 7.15-6.95 (m, 6 H), 6.90-6.60 (m, 4 H), 5.78 (s, 2 H), 4.93 (s, 2 H); MS: m/z 413 (M++1).

后处理

  1. customevaporated to dryness
  2. filtrationThe insoluble material is filtered

来源与证据

ORD记录
ord-e67f4e8fc0d9441fbf3b9cfecc6b4d92
来源数据集
uspto-grants-2010_06
专利号
US07741493B2

关联笔记

加载中…