9-(Chloromethyl)anthracene → 2-[(Anthracen-9-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053576

反応式

HRID 2053576 の反応式
[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.[Cl:19][CH2:20][C:21]1[C:22]2[C:27]([CH:28]=[C:29]3[C:34]=1[CH:33]=[CH:32][CH:31]=[CH:30]3)=[CH:26][CH:25]=[CH:24][CH:23]=2>CCO>[ClH:19].[CH:23]1[C:22]2[C:27](=[CH:28][C:29]3[C:34]([C:21]=2[CH2:20][S:18][C:9]2[NH:8][C@H:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C@H:11]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:10]=2)=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:26]=[CH:25][CH:24]=1

参加物

4

反応物 2

HCID 323859-(Chloromethyl)anthraceneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 865963312-[(Anthracen-9-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 47.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 9-chloromethylanthracene (256 mg, 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 179 mg of the product 232. 1H NMR (DMSO-d6) δ 11.35 (s, 2H), 8.80 (s, 1H), 8.64 (d, 2H), 7.85-7.50 (m, 4H), 7.38 (d, 1H), 7.30-6.80 (m, 10H), 6.80-6.65 (m, 4H), 5.92 (s, 4H); MS: m/z 445 (M++1).

後処理

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

出典と根拠

ORDレコード
ord-4f77d943924440af8f45a85dbd83d416
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

関連ノート

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