3-(2-Ethylphenyl)-2-methylquinazolin-4(3H)-one (Etaqualone) [C17H16N2O]

3-(2-Ethylphenyl)-2-methylquinazolin-4(3H)-one (Etaqualone) [C17H16N2O]

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8 reactions in Reaxys

2018-08-20 22h:24m:50s (UTC)

N

N

1. Query O

Search as: Product, As drawn, No mixtures ) AND (IDE.RN='7432-25-9') AND (IDE.INCHI='UVTJKLLUVOTSOBUHFFFAOYSA-N') NOT (RX.RXRN=887484))

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2018-08-20 22:26:20

3-(2-Ethylphenyl)-2-methylquinazolin-4(3H)-one (Etaqualone) [C17H16N2O]

N

N

N H O O

N O

Rx-ID: 30419749 View in Reaxys 1/8 Yield

Conditions & References Reaction Steps: 4 1: platinum(IV) oxide; hydrogen / ethanol / 20 °C 2: ethanol / 5 h / 0 - 20 °C 3: potassium iodide / ethanol; water / 6 h / 20 °C 4: piperidine / 20 - 50 °C With piperidine, platinum(IV) oxide, hydrogen, potassium iodide in ethanol, water, 4: Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

N

N N H O NH 2

Rx-ID: 30419751 View in Reaxys 2/8 Yield

Conditions & References Reaction Steps: 3 1: ethanol / 5 h / 0 - 20 °C 2: potassium iodide / ethanol; water / 6 h / 20 °C 3: piperidine / 20 - 50 °C With piperidine, potassium iodide in ethanol, water, 3: Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

N

N N O N H

Rx-ID: 30419753 View in Reaxys 3/8 Yield

Conditions & References Reaction Steps: 2 1: potassium iodide / ethanol; water / 6 h / 20 °C 2: piperidine / 20 - 50 °C With piperidine, potassium iodide in ethanol, water, 2: Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

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2018-08-20 22:26:20

3-(2-Ethylphenyl)-2-methylquinazolin-4(3H)-one (Etaqualone) [C17H16N2O]

N O O

N

N

O

N

Rx-ID: 30419754 View in Reaxys 4/8 Yield

Conditions & References With piperidine, T= 20 - 50 °C , Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

N

H 2N N

O

Rx-ID: 30419761 View in Reaxys 5/8 Yield

Conditions & References Reaction Steps: 5 1.1: benzene / 5 h / Reflux; Dean Stark apparatus 1.2: 20 °C 2.1: platinum(IV) oxide; hydrogen / ethanol / 20 °C 3.1: ethanol / 5 h / 0 - 20 °C 4.1: potassium iodide / ethanol; water / 6 h / 20 °C 5.1: piperidine / 20 - 50 °C With piperidine, platinum(IV) oxide, hydrogen, potassium iodide in ethanol, water, benzene, 5.1: Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

N

O

N

O N

O O

Rx-ID: 30419913 View in Reaxys 6/8 Yield

Conditions & References Reaction Steps: 5 1.1: benzene / 5 h / Reflux; Dean Stark apparatus 1.2: 20 °C 2.1: platinum(IV) oxide; hydrogen / ethanol / 20 °C 3.1: ethanol / 5 h / 0 - 20 °C 4.1: potassium iodide / ethanol; water / 6 h / 20 °C 5.1: piperidine / 20 - 50 °C With piperidine, platinum(IV) oxide, hydrogen, potassium iodide in ethanol, water, benzene, 5.1: Kornblum decomposition Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410 View in Reaxys

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2018-08-20 22:26:20

3-(2-Ethylphenyl)-2-methylquinazolin-4(3H)-one (Etaqualone) [C17H16N2O]

N

H 2N N

O

N H O

O

OH

Rx-ID: 10152547 View in Reaxys 7/8 Yield 75 %

Conditions & References With bis(trichloromethyl) carbonate in acetonitrile, Time= 15h, T= 50 °C Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94 View in Reaxys

N

N

O

Rx-ID: 6171129 View in Reaxys 8/8 Yield

Conditions & References N-Acetylanthranilsaeure, Aethylanilin, POCl3/Nitrobenzol Patent; Biersdorf and Co.;AG; BE615282; (1961); ; vol. 58; nb. 13971; (1963) View in Reaxys Anthranilsaeure, 1) Ac2O 2) o-Ethylanilin, PCl3 Patent; Stroh; DD65928; (1968); ; vol. 71; nb. 124485x; (1969) View in Reaxys Entspr. Anthranil, entspr. Anilin Errede et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 1765 View in Reaxys Acetanthranil, 2-Ethyl-anilin (S.139) Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141 View in Reaxys (yield)55percent (S.139) Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141 View in Reaxys

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