ChemicalBook CAS DataBase List 2-Hydrazinopyridine

2-Hydrazinopyridine synthesis

8synthesis methods

Product Name:2-Hydrazinopyridine
CAS Number:4930-98-7
Molecular formula:C5H7N3
Molecular Weight:109.13

109-09-1

4930-98-7

General procedure for the synthesis of 2-hydrazinopyridine from 2-chloropyridine: To a solution of hydrazine hydrate (200 mL, 10 vol) of 2-chloropyridine (20 g, 0.176 mol, 1 eq.), the reaction was stirred for 48 hours at 100 °C. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding reagent ratio of 8:2 ethyl acetate and methanol), and after confirming that the feedstock was completely consumed, the reaction mixture was diluted with water (200 mL) and subsequently extracted with ethyl acetate (5 x 500 mL). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure to remove the solvent to afford the target product 2-hydrazinopyridine (15.0 g, 78% yield) as a red oil. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 8.14 (1H, d, J = 3Hz, Ar-H), 7.51-7.45 (1H, m, Ar-H), 6.71-6.66 (2H, m, Ar-H), 5.78 (1H, brs, -NH), 3.81 (2H, brs, -NH2).LCMS ANALYSIS: The calculated value of C5H7N3[M+H]+ was 109.13 and the measured value was 110.1.

109-09-1
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4930-98-7
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$5.00/1g

Yield:4930-98-7 95.8%

Reaction Conditions:

with hydrazine hydrate in butan-1-ol at 100; for 0.0277778 h;Flow reactor;Large scale;

Steps:

1.1; 2.1 1. Hydrazine
Configure 200kg of 2-chloropyridine and 200kg of butanol into a solution and place it in the raw material tank equipment A(The bottom of the raw material tank equipment is connected to the corresponding feed pipe of the microchannel through a valve, the same below), put 110kg of hydrazine hydrate with a mass concentration of 80% in another 100L raw material tank equipment B,Open the valve at the bottom of the equipment, and transport the solution in equipment A and equipment B respectively through the plunger pump, and set the volume flow rate of delivery in equipment A to 0.0375L/s (0.036kg/s),Set the delivery volume flow rate in equipment B to 0.01L/s (0.01kg/s),Control the reaction temperature to 100°C through the refrigeration and heating integrated machine. After the temperature stabilizes for 10 minutes,At the same time, the two streams of materials are transported to the microchannel reactor at the set flow rate by the feed pump for reaction, and the reaction time in the channel is kept at 100s.After the discharge is stable, the reaction liquid is collected into the collecting device. Solid-liquid separation after cooling down,After drying the solid, 185kg of 2-hydrazinopyridine was obtained with a yield of 95.8%.The liquid content is 99%, and the mother liquor is used after separating the lower layer of water.

References:

Shandong Huake Chemical Co., Ltd.;Zhou Hongxia;Cheng Lizhong;Luo Zhifeng;Zuo Junkun;Liu Qiang;Chen Guoyun;Ni Zhongqiang CN111440144, 2020, A Location in patent:Paragraph 0085-0087; 0094-0096; 0116-0117

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109-04-6 Synthesis