홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

2-Methoxyphenyl Isothiocyanate → N-[1-(Cyclopropylmethyl)-2-(4-ethoxybenzyl)-1H-benzimidazol-5-yl]-N'-(2-methoxyphenyl)-N-methylthiourea

HRID 1796491
노트
인쇄 미리보기

반응식

HRID 1796491 반응식
[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH3:11])=[C:2]=[S:3].[CH:12]1([CH2:15][N:16]2[C:20]3[CH:21]=[CH:22][C:23]([NH:25][CH3:26])=[CH:24][C:19]=3[N:18]=[C:17]2[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][CH3:36])=[CH:30][CH:29]=2)[CH2:14][CH2:13]1>CN(C=O)C>[CH:12]1([CH2:15][N:16]2[C:20]3[CH:21]=[CH:22][C:23]([N:25]([CH3:26])[C:2]([NH:1][C:4]4[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=4[O:10][CH3:11])=[S:3])=[CH:24][C:19]=3[N:18]=[C:17]2[CH2:27][C:28]2[CH:29]=[CH:30][C:31]([O:34][CH2:35][CH3:36])=[CH:32][CH:33]=2)[CH2:14][CH2:13]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5205992-Methoxyphenyl IsothiocyanateHCID 221812881-(cyclopropylmethyl)-2-(4-ethoxybenzyl)-N-methyl-1H-benzimidazol-5-amine

생성물 1

HCID 22181269N-[1-(Cyclopropylmethyl)-2-(4-ethoxybenzyl)-1H-benzimidazol-5-yl]-N'-(2-methoxyphenyl)-N-methylthiourea수율 57%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

1-Isothiocyanato-2-methoxybenzene (100 mg, 0.61 mmol) was added to a solution of 1-(cyclopropylmethyl)-2-(4-ethoxybenzyl)-N-methyl-1H-benzimidazol-5-amine (100 mmol, 0.30 mmol) in DMF (5 mL). The reaction mixture was heated at 50° C. overnight. The crude product isolated following removal of the solvent was purified by chromatography on silica gel (EtOAc/CH2Cl2 1:1) giving the desired product (85 mg, 57%) 1HNMR (CDCl3): free base δ 8.26 (dd, J=2.0, 8.4 Hz, 1H), 7.74 (d, J=2.0 Hz, 1H), 7.50 (s, 1H), 7.43 (d, J=8.4 Hz, 1H), 7.20 (dd, J=1.6, 8.4 Hz, 1H), 7.15 (d, J=8.4 Hz, 2H), 7.08–7.02 (m, 1H), 6.98–6.92 (m, 1H), 6.83 (d, J=8.4 Hz, 2H), 6.75 (d, J=8.4 Hz, 1H), 4.29 (s, 2H), 4.00 (q, J=7.0 Hz, 2H), 3.96 (d, J=6.8 Hz, 2H), 3.80 (s, 3H), 3.58 (s, 3H), 1.37 (t, J=7.0 Hz, 3H), 1.10–1.00 (m, 1H), 0.59–0.52 (m, 2H), 0.32–0.25 (m, 2H). MS (ESI) (M+H)+=501.

후처리

  1. customThe crude product isolated
  2. customremoval of the solvent
  3. customwas purified by chromatography on silica gel (EtOAc/CH2Cl2 1:1)

출처 및 근거

ORD 기록
ord-097af48fb6994334aa0e1f828ac0df6b
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07030139B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트