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ChemicalBook CAS DataBase List 1-METHYL-3-PROPYL-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER
133261-07-1

1-METHYL-3-PROPYL-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER synthesis

7synthesis methods
-

Yield: 95%

Reaction Conditions:

at 5 - 25; for 9 h;

Steps:

1.2 Step 2: Synthesis of ethyl 1-methyl-3-propyl-1H-pyrazole-5-carboxylate:-
Step 2: Synthesis of ethyl 1-methyl-3-propyl-1H-pyrazole-5-carboxylate:- Take ethyl 3-propyl-1H-pyrazole-5-carboxylate (20 gm 10.9 m.ml) in round bottom flask cooled to 5°C and then added dimetyl sulfate (10.93 ml 11.5 m.ml) over a period of lh. The temperature is allowed to reach 25 °C and it is kept under stirring for 8 hours. Then it is cooled to 10 °C by adding 200 ml DCM, 100 ml water. The pH is adjusted to 7-7.3 by adding 30% NaOH solution while the temperature is kept below 15 °C. After stirring for15 minutes the layers are separated and water layer re-extracted with 2x50 ml DCM. The organic phase distilled under vacuum at 30 °C; Yield 95%. ‘H NMR (400 MHz, CDC13) 6.8 (s, 1H), 4.30 (q, J=7.0 Hz 3H), 4.15(s, 3H) 2.50 (t, J=7.6Hz 3H) 1.70 (m, 2H) 1.39 (t, J7.OHz) 1.02 (t, J=7.6Hz 3H). ppm. MASS: ESI [M + HJ: 197.12

References:

COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH;SAWANT, Sanghapal Damodar;GINNEREDDY, Lakshma Reddy;MAHESUNI, Srinivas;SYED, Sajad Hussain;DAR, Mohd Ishaq;NARGOTRA, Amit;MAHAJAN, Priya;VISHWAKARMA, Ram Asrey WO2015/114647, 2015, A1 Location in patent:Page/Page column 46