Query Query Cl
1. Query
Results
Date
4 reactions in Reaxys
2018-05-14 08h:25m:11s (UTC)
3 reactions in Reaxys
2018-05-14 08h:27m:45s (UTC)
H
H N N O
Search as: Product, As drawn, Ignore stereo, No mixtures, No isotopes, No charges, No radicals, No additional rings ) AND (IDE.XRN=3917968)) 2. Query
(1. Query) AND NOT itemno in (4)
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2018-05-14 08:29:39
H N
H N
N
N
Cl
O
H
O
Rx-ID: 40566332 View in Reaxys 1/3 Yield
Conditions & References
Ca. 100 %
Preparationof Lidocaine hydrochloride monohydrate: Dry HCl was bubbled through a solution of lidocaine (3 g) in anhydrous ether (75 cm3). The salt precipitated immediately; passage of HCl continued until no further precipitate was formed.The salt was filtered and washed with liberal excess of ether to obtain it in almost quantitative yield. A portion of the salt was kept in the open atmosphere (72 h, next to a beaker containingwater as source of moisture) to obtain Lidocaine.HCl.H2O (mp is 73-74 °C in excellent agreement with literature reported mp of 73-74°C [1]). Another portion was dried under vacuum at 50°C until the mp of the salt reaches aconstant value indicating the formation of the anhydrous salt Lidocaine.HCl (closed capillary mp is 131-133°C, as compared to Lit. [2] mp of 127-132°C) for NMR spectral comparison. With hydrogenchloride in diethyl ether Badawi, Hassan M.; Förner, Wolfgang; Ali, Shaikh A.; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 152; (2016); p. 92 - 100 View in Reaxys
88.72 %
1.2 : (2) Preparation of lidocaine hydrochloride Distillation apparatus is provided with three sequentially in the bottle by adding sodium methoxide 15.12g (0.28mol), intermediate 2,6-dimethyl aniline 24.24g (0.2mol) and N, N-diethyl amino methyl acetate 31.9g (0.22mol), heating to 95 °C, side reaction-side distillation to remove reaction generated methanol, the methanol is distilled until the free, to continue the reaction 30 min, cooling to room temperature, dissolved in dichloroethane, washing 2 times, static hierarchical, organic layer is lidocaine dichloroethane solution of alkali.The lidocaine in dichloroethane solution of alkali, adding hydrochloric acid 2.56g, then with hydrogen chloride for adjusting PH 3.5, reflux adding activated carbon to 20 min, filtering, concentrating the filtrate, the cooling crystallization, drying to obtain the lidocaine hydrochloride 48.28g, HPLC purity is 99.52percent, the yield is 88.72percent, overall yield is 84.04percent. With hydrogenchloride, carbon in water, 1,2-dichloro-ethane, Time= 0.333333h, pH= 3.5, pH-value Patent; Zhejiang Esigma Animal Health Co.,Ltd.; Wu, Zhonghua; Zhang, Xiaopeng; Chen, Guicai; Xu, Tianhua; He, Qilei; Wen, Ming; (6 pag.); CN105294477; (2016); (A) Chinese View in Reaxys
H N
Cl
N
Cl
N H
Cl
H
O
O
NH 2
Rx-ID: 42274262 View in Reaxys 2/3 Yield
Conditions & References Stage 1: in 1-methyl-pyrrolidin-2-one, methanol, water, Time= 0.306667h, T= 120 °C , Flow reactor Stage 2: With potassium hydoxide in methanol, water, Time= 0.295h, T= 130 °C , p= 12751.3Torr , Flow reactor Stage 3: With hydrogenchloride in methanol, diethyl ether, water Adamo, Andrea; Beingessner, Rachel L.; Behnam, Mohsen; Chen, Jie; Jamison, Timothy F.; Jensen, Klavs F.; Monbaliu, Jean-Christophe M.; Myerson, Allan S.; Revalor, Eve M.; Snead, David R.; Stelzer, Torsten; Weeranoppanant, Nopphon; Wong, Shin Yee; Zhang, Ping; Science; vol. 352; nb. 6281; (2016); p. 61 - 67 View in Reaxys
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2018-05-14 08:29:39
H N N
Cl
H
O OH
Rx-ID: 43922709 View in Reaxys 3/3 Yield
Conditions & References Reaction Steps: 3 1: ammonium hydroxide; 2,6-dimethylcyclohexanone; 5-palladium/activated carbon / 5 h / 180 °C 2: sodium methylate / 0.5 h / 95 °C 3: hydrogenchloride; carbon / 1,2-dichloro-ethane; water / 0.33 h / pH 3.5 With hydrogenchloride, 2,6-dimethylcyclohexanone, ammonium hydroxide, 5-palladium/activated carbon, sodium methylate, carbon in water, 1,2-dichloro-ethane Patent; Zhejiang Esigma Animal Health Co.,Ltd.; Wu, Zhonghua; Zhang, Xiaopeng; Chen, Guicai; Xu, Tianhua; He, Qilei; Wen, Ming; (6 pag.); CN105294477; (2016); (A) Chinese View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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2018-05-14 08:29:39