ChemicalBook CAS DataBase List 3-dimethylaminophenyl dimethylcarbamate

3-dimethylaminophenyl dimethylcarbamate synthesis

7synthesis methods

Product Name:3-dimethylaminophenyl dimethylcarbamate
CAS Number:16088-19-0
Molecular formula:C11H16N2O2
Molecular Weight:208.26

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99-07-0 Synthesis

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16088-19-0
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Yield: 96.2%

Reaction Conditions:

Stage #1:3-Dimethylaminophenol with potassium hydroxide in toluene at 90; for 1 h;Reflux;
Stage #2:4-nitrophenyl dimethylcarbamate in toluene for 3 h;Product distribution / selectivity;Reflux;

Steps:

6.2
Step (ii) Preparation of 3-dimethylaminophenyl dimethylcarbamateA 1000 ml four neck round bottom flask was charged with 3-dimethylaminophenol (60 gm), potassium hydroxide (28.05 gm) and toluene (300 ml). The flask was heated to reflux for one hour and cooled to 90°C. The flask was charged with 4-nitrophenyl dimethylcarbamate (54 gm), heated to reflux and maintained for 3 hours. The reaction mixture was filtered and residue was washed with toluene. The toluene layer was washed with 0.5 N sodium hydroxide solution; followed by conventional work-up to afford 3- dimethylaminophenyl dimethylcarbamate.Yield - 51.5 gm (96.20%)Nature - pale yellow oilHPLC Purity - 99.50%

References:

NEON LABORATORIES LTD.;DALVI, Mahesh Bhagoji;KENNY, Rajesh Shashikant;TARADE, Pradeep Kisan;CHINCHKAR, Dattatray Krishna WO2012/131699, 2012, A1 Location in patent:Page/Page column 14

99-07-0 Synthesis

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79-44-7 Synthesis