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CAS No.: | 1010396-29-8 |
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Name: | S-23 |
Article Data: | 3 |
Molecular Structure: | |
Formula: | C18H13ClF4N2O3 |
Molecular Weight: | 416.759 |
Synonyms: | S-23;(S)-3-(4-Chloro-3-fluorophenoxy)-N-(4-cyano-3-trifluoromethylphenyl)-2-hydroxy-2-methylpropionamide;(2S)-3-(4-Chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide;S 23 (contraceptive) |
EINECS: | -0 |
Density: | 1.48±0.1 g/cm3(Predicted) |
Melting Point: | 119-121 °C |
Boiling Point: | 577.1±50.0 °C(Predicted) |
Hazard Symbols: | 19161994 |
Risk Codes: | 19161994 |
PSA: | 82.35000 |
LogP: | 4.21108 |
4-chloro-3-fluorophenol
(2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
Conditions | Yield |
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Stage #1: (2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide With potassium carbonate for 2h; Reflux; Stage #2: 4-chloro-3-fluorophenol With potassium carbonate In isopropyl alcohol for 3h; Reflux; | 70.5% |
With potassium carbonate In isopropyl alcohol for 3h; Reflux; | 70.5% |
(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
4-chloro-3-fluorophenol
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
Conditions | Yield |
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With potassium carbonate In butanone Reflux; |
4-amino-2-trifluoromethylbenzonitrile
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: thionyl chloride / tetrahydrofuran / 3 h / 4 °C / Inert atmosphere 1.2: 20 °C 2.1: potassium carbonate / isopropyl alcohol / 3 h / Reflux View Scheme |
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
N,N-Dimethylcarbamoyl chloride
Conditions | Yield |
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Stage #1: (S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Stage #2: N,N-Dimethylcarbamoyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; | 155 g |
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
methanesulfonyl chloride
Conditions | Yield |
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Stage #1: (S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Stage #2: methanesulfonyl chloride In tetrahydrofuran; mineral oil at 20℃; |
n-hexanoic anhydride
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
Conditions | Yield |
---|---|
In pyridine Reflux; | 70 g |
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
acetic anhydride
Conditions | Yield |
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In pyridine Reflux; | 0.4 g |
nicotinic anhydride
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
Conditions | Yield |
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In pyridine for 10h; Reflux; | 100 g |
(S)-3-(4-chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
benzoic acid anhydride
Conditions | Yield |
---|---|
In pyridine | 117 g |