m,alpha-Dichlorotoluene → 2-[(3-Chlorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18755

반응식

HRID 18755 반응식
[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][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Cl>CCO>[ClH:19].[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][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

참가 물질

4

반응물 2

HCID 12103m,alpha-DichlorotolueneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685707582-[(3-Chlorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 60.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3-chlorobenzyl chloride (0.199 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 203. 1H NMR (DMSO-d6) δ 11.37 (s, 2 H), 7.85-7.45 (m, 4 H), 7.20-6.90 (m, 6 H), 6.90-6.60 (m, 4 H), 5.78 (s, 2 H), 4.93 (s, 2 H); MS: m/z 379 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-7c7140fa81a84445b0d42b163fa6d8da
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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