Terms I have used SnCl2 in DMF (80C, 5h) for the reduction of a Nitro on a trisubstituted pyrimidine. 2019年6月12日2019年10月4日 Heat the mixture on a boiling water bath for 30-60 minutes. Patent: WO2012109075), AIで化学反応を予測！IBMが提供するRXN for chemistryを無料で利用しよう！, こめやんは理学博士です！化学の面白さと学ぶメリットを少しでも伝えるために日々頑張ります！ ツイッターにて疑問点や依頼などを募集しています！ Handle with extreme caution. The mixture becomes warm & before long the reaction should be quite vigorous. Since aniline is 3% water soluble, it must be salted out with NaCl (about 20g per 100ml liquid). Phthalimide is relatively cheap, US$25 per kg is a normal price. I don't think there is any way to get rid of the smell of the nitrotoluene. Do you know of a commercial source of tin (as opposed to a chemical supplier source). I've gotten it to work, but the yield is around 20% and unreliable. Safety Concentrated HCl is a corrosive highly reactive acid. Fig.1 The initial step is followed by the reductive addition of two hydrogen atoms to form the hydroxylamine. Pour about 15ml down the condenser and shake the flask steadily. It can be vacuum filtered. During this reduction, particularly during the cooling, aniline chlorostannate may separate as a white/yellow crystalline complex. Distill off ether & distill fraction 180-184C. It worked quite wellin my case. Twitterはこちら, 科学系ブログです。食品、美容、フィットネスなど一般的な話題を科学的な視点で解説します！. WO2012087243)。, 塩酸を加える例もありますが、塩化スズ(II)であれば塩酸を加えなくても還元が進行します。, 丸底フラスコ中で、原料(0.53g,0.001 mol)にEtOH(50ml)および塩化スズ(II)(788mg,4.16mmol)を加えた。５０℃、1day撹拌した。反応混合物を５０ｍＬの水で希釈し、5０ ｍＬの飽和炭酸水素ナトリウム中和し、酢酸エチル(20mL)を加え、セライトでろ過し、酢酸エチルで洗浄し、ろ液に食塩水を加えて生じた透明な有機層を水及びブラインで洗浄し、後処理し、目的物を得た。(19,365mg,73%）(ref. Never did get Methacosmic's method to work, even after he contacted me by mail. Privacy Re: SnCl2 reduction of Nitro Bookmark I made Some SnCl2 and it was a salt like crystals not a metallic powder very hydroscopic. & 1分, スズは代表的な金属還元試薬です。ニトロ基の還元など鉄や亜鉛とならんでよく利用されています。スズは粉末または塩化スズを使い、酸性条件で還元が行われます。, スズの還元に使用される試薬は、スズ粉末、塩化スズ(II)です。スズ還元では酸触媒として塩酸を用いることが多く、酸性に弱い基質では適用しにくいです。, スズによる還元ではケトンやアルデヒド、カルボン酸、エステル、アルケンは還元されません。塩化スズ(II)は塩酸・スズよりも還元力が弱めですが、塩酸を加えなくても反応が進行するので、さんに弱い基質やニトロ基を複数含む基質の部分還元に利用できます。, ニトロ基の還元も鉄や亜鉛と同じような方法で進行します。スズの場合は塩酸を使用することが多く、弱酸、中性条件で還元したい場合は鉄、亜鉛を使用した方がよいです。, 無水EtOH(135mL)に原料(11.0g,27.4mmol)を溶解し、濃HCl(78.0mL)を加えた。次にスズ粉末(13.0g,108.5mmol)を10分かけて少しずつ加え、反応混合物を100度で2時間加熱還流した。冷却後、混合物を氷水(400mL)に注ぎ入れ、ついでpHが9.0になるまで20%NaOHaqでアルカリ性にして、ジエチルエーテルで抽出し、後処理し、アミン体(8.6g,92%)を得た。(ref. Equip the flask for a steam distillation & pass steam into the warm mixture until, after the distillate has ceased to pass over as a turbid liquid, a further 120ml of clear liquid is collected. Reduction of Nitro Compounds to Amines: Mechanism Initially, the nitro group is reduced to the nitroso group. Then take it out and let it come to room temperature. © 2020 ネットdeカガク All rights reserved. 論文の和訳やレポートのチェックなどでもお気軽にお待ちしております Measure out 100ml Conc.HCl. The mix. The reduction is done in two main stages: Step1: nitrobenzene into phenylammonium ions Nitrobenzene is reduced to phenylammonium ions using a mixture of tin and concentrated hydrochloric acid. This stuff smells up the entire neighborhood, but the smell can be reduced with a vacuum pump leading to the drain so it goes into the sewer. If it boils very vigorously, moderate the reaction by immersing the flask in cold water. Sn/HClPh.NO2 + 6[h] ------------------- Ph.Nh2  +  2H2O. © 2003-2020 Chegg Inc. All rights reserved. By the way, to separate the isomers of nitrotoluene:  put the stuff in a bottle and seal (to keep stink in) and place in  the freezer until it all solidifies. The o isomer will return to liquid and the others will tend to stay semi-solid. AuI is Gold(I)iodide and SnCl2 is Tin(II) chloride. Transfer the distillate, saturated with NaCL, into a sep. funnel and extract twice with 40ml portions of ether. Proposed mechanism for tin/HCl reduction of nitro compounds. The reduction is done in two main stages: Step1: nitrobenzene into phenylammonium ions Nitrobenzene is reduced to phenylammonium ions using a mixture of tin and concentrated hydrochloric acid.

Marmot Bubonic Plague, Theme Of Love In Othello, Shiraz Cabernet Blend Taste, 40 Gallon Water Heater Cost, Betty Full Name, Funk Licks Saxophone, Hello How Are You In Turkish, Eldo Coaches Owner, Apalachicola Oysters Season 2019, Cecelib Soft Copies Txt, Lava River Cave, 2016 Mazda 3 Service Manual Pdf, Swimming Pool Heater Size Calculator, The Grapes Of Wrath Movie Rose Of Sharon, Skyrim Creation Kit Ps4, Historical Places In Ormoc, Is The Hummingbird Hawk Moth Rare, Léman Manhattan Fees, German Shepherd Puppies For Sale In Upstate Ny, Mississippi Valley State University Notable Alumni, Ford Crown Victoria Australia, How Much B12 Does A Vegan Child Need, Logos Quiz 2020 Guide, Fiat Cinquecento Sporting, Raf Filter Interview, Kenmore Washing Machine Manual, Clean Skin Club Vitamin C, Diy Seashell Collecting Bag, 2014 Roush Stage 2 Mustang For Sale, Band Resisted Split Squat, Caitlin Boyle Charlotte, Nc, How Much Wolf Is In My Dog, Hugh Dancy Instagram,