6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

Base Information

Chemical Name:6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one
CAS No.:214914-09-7
Molecular Formula:C₂₂H₂₁N₃O₄S
Molecular Weight:423.492
Hs Code.:

6-{3-[1-(2-hydroxymethyl-phenyl)-1<i>H</i>-imidazole-2-sulfinyl]-propoxy}-1<i>H</i>-quinolin-2-one

Synonyms:6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

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Chemical Property of 6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

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Technology Process of 6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

There total 9 articles about 6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

: 108-05-4,9003-20-7
vinyl acetate

: 214913-89-0
6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

: 6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

: 214914-09-7
6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

: 214914-08-6
Acetic acid 2-{2-[(S)-3-(2-oxo-1,2-dihydro-quinolin-6-yloxy)-propane-1-sulfinyl]-imidazol-1-yl}-benzyl ester

Guidance literature:: With Novozym 435; lipase from Candida antarctica; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(99)00946-6

Reference yield:

: 214914-08-6
Acetic acid 2-{2-[(S)-3-(2-oxo-1,2-dihydro-quinolin-6-yloxy)-propane-1-sulfinyl]-imidazol-1-yl}-benzyl ester

: 214914-09-7
6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 0.333333h;
DOI:10.1016/S0040-4039(99)00946-6

Reference yield:

: 214914-31-5
2-(prop-2-enyloxymethyl)benzenamine

: 214914-09-7
6-{3-[1-(2-hydroxymethyl-phenyl)-1H-imidazole-2-sulfinyl]-propoxy}-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine; Et₃N / 3 h / -10 °C

1.2: DCC; pyridine / 15 h / -10 - 25 °C

2.1: CHCl₃ / 4 h / Heating

3.1: HCl / H₂O / 2 h / 80 - 90 °C

4.1: tBuOK / dimethylsulfoxide / 5 h / 60 °C

5.1: DBU / dimethylformamide / 7.5 h / 60 °C

6.1: aq. HCl / ethanol / 3 h / Heating

7.1: m-CPBA / CHCl₃ / 0.58 h / 0 °C

8.1: Novozym 435, lipase from Candida antarctica / CH₂Cl₂ / 4 h / 20 °C

With pyridine; hydrogenchloride; Novozym 435; lipase from Candida antarctica; potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Elimination / 2.1: Addition / 3.1: Cyclization / 4.1: Isomerization / 5.1: Substitution / 6.1: Hydrolysis / 7.1: Oxidation / 8.1: Acetylation;
DOI:10.1016/S0040-4039(99)00946-6