5-(Chloromethyl)-1,2,3-trimethoxybenzene → 2-[(3,4,5-Trimethoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053562노트

반응식

HRID 2053562 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.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[CH2:24][Cl:25]>CCO>[ClH:25].[CH3:32][O:31][C:27]1[CH:26]=[C:23]([CH:22]=[C:21]([O:20][CH3:19])[C:28]=1[O:29][CH3:30])[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

참가 물질

4

반응물 2

HCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685705982-[(3,4,5-Trimethoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 25.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3,4,5-trimethoxybenzyl chloride (0.340 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 93 mg of the product 217. 1H NMR (DMSO-d6) δ 11.10 (m, 2H), 7.25-6.90 (m, 8H), 6.90-6.70 (m, 4H), 5.80 (d, 2H), 4.70 (s, 1H), 3.78 (s, 6H), 3.70 (s, 1H)

후처리

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

출처 및 근거

ORD 기록
ord-c0aa70226779484881d8b2a8e5f59c82
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

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