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

Diisopropylethylamine → 3-methyl-4-(thietan-3-ylcarbamoyl)-N-trimethylsilanylmethyl-thiobenzimidic acid methyl ester

HRID 1844645
노트
인쇄 미리보기

반응식

HRID 1844645 반응식
[CH3:1][C:2]1[CH:10]=[C:9](/[C:11](/[S:18][CH3:19])=[N:12]/[CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[S:20]1[CH2:23][CH:22]([NH2:24])[CH2:21]1.CCN(C(C)C)C(C)C.F[B-](F)(F)F.BrC1C=CC=C[N+]=1CC>ClCCl.O>[CH3:19][S:18][C:11](=[N:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])[C:9]1[CH:8]=[CH:7][C:3]([C:4](=[O:6])[NH:24][CH:22]2[CH2:23][S:20][CH2:21]2)=[C:2]([CH3:1])[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 27363002-Bromo-1-ethylpyridinium tetrafluoroborateHCID 14594132Thietan-3-amineHCID 874255662-methyl-4-[(Z)-C-methylsulfanyl-N-(trimethylsilylmethyl)carbonimidoyl]benzoic acid

생성물 1

HCID 675060713-methyl-4-(thietan-3-ylcarbamoyl)-N-trimethylsilanylmethyl-thiobenzimidic acid methyl ester수율 12.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-methyl-4-{methylsulfanyl-[(Z)-trimethylsilanyl methylimino]methyl}-benzoic acid (Example I18) (107 mg) in dichloromethane (6 ml) was added thietan-3-ylamine (88 mg), Hünigs base (0.248 ml) and 2-bromo-1-ethyl-pyridinium tetrafluoroborate (169 mg). The reaction mixture was stirred at ambient temperature for 2 hours. Water was added and the mixture was extracted twice with dichloromethane. The combined organic phases were washed with brine, dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel (eluent: ethyl acetate/heptanes 1:3) to give 3-methyl-4-(thietan-3-ylcarbamoyl)-N-trimethylsilanylmethyl-thiobenzimidic acid methyl ester (16 mg). 1H-NMR (400 MHz, CDCl3): 7.40-7.20 (m, 3H), 6.20 (d, 1H); 5.30 (m, 1H), 3.55 (s, 2H), 3.35 (m, 2H), 3.25 (m, 2H), 2.35 (s, 3H), 1.95 (s, 3H), 0.00 (s, 9H) ppm.

후처리

  1. extractionthe mixture was extracted twice with dichloromethane
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel (eluent: ethyl acetate/heptanes 1:3)

출처 및 근거

ORD 기록
ord-48181dce10e04fc99b133e67073d8896
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946447B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트