CN1566085A - Method for preparing chlorine sulfonyl isocyanic ester - Google Patents
Method for preparing chlorine sulfonyl isocyanic ester Download PDFInfo
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- CN1566085A CN1566085A CN 03127621 CN03127621A CN1566085A CN 1566085 A CN1566085 A CN 1566085A CN 03127621 CN03127621 CN 03127621 CN 03127621 A CN03127621 A CN 03127621A CN 1566085 A CN1566085 A CN 1566085A
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Abstract
The invention discloses a method for preparing chlorine sulfonyl isocyanic ester which comprises, charging 8-30% sodium cyanide mother liquor and chlorine into reactor, drying treatment, feeding into reactor filled with sulfur trioxide, controlling the reaction temperature between -20-100 deg. C, obtaining chlorination isocyanates and 2,6-chlorine-1,3,4,5-oxygen, nitrogen, sulfur doped six-membered ring, decomposing between 100-200 deg. C, removing the unreacted sulfur trioxide and chlorine cyanogens, distilling the obtained mother liquor, and collecting 106-107 deg. C compositions.
Description
Technical field: the preparation method who the present invention relates to a kind of Sulfuryl chloride isocyanate.Specifically, relate to a kind ofly, adopt high temperature and by the refining a kind of preparation method of Sulfuryl chloride isocyanate of thermolysis with chlorine, sodium cyanide and three kinds of industrial chemicals of sulphur trioxide.
Background technology: Sulfuryl chloride isocyanate is very active organic synthesis intermediate, and compound generation addition reactions such as its branch base, amino, carboxyl form compounds such as carbamate, urea acid amides.Chlorosulfonyl under keeping the condition of isocyanato can with alkene phenols sulphonamide, water molecules in contain isocyanato and two reactive groups of chlorine sulfo group, wherein isocyanato can generate a series of compounds such as alkyl sulfonyl isocyanate, aryl carbamate SULPHURYL CHLORIDE, sulfamic acid chloride, aminosulfonyl ester with hydroxyl, alcohol reaction.In addition, Sulfuryl chloride isocyanate also can use as chlorizating agent, dewatering agent.
Sulfuryl chloride isocyanate substitutes among three chlorine isocyanates and the 7-ACA (7-amino-cephalosporanic acid) 3 methylols reaction formation acid amides and then synthetic cefoxitin and cefuroxime medicine since nineteen nineties, makes chlorosulfonic acid isocyanate become important medicine intermediate.
At present, in normal circumstances, the preparation Sulfuryl chloride isocyanate adopts urea and chlorsulfonic acid reaction, through distillation, and the refining Sulfuryl chloride isocyanate that obtains.The day-1-this patent number is among the EP294613 for JP77855 and european patent number, adopts chlorine cyanogen and sulphur trioxide reaction, control feed molar proportioning 1: 1, and obtain Sulfuryl chloride isocyanate by distillation.Reaction conditions was difficult to control when this technology was amplified in industry, was difficult to the formation scale and produced in batches.
Summary of the invention: the present invention seeks to overcome the deficiency that above-mentioned existing preparation Sulfuryl chloride isocyanate technology exists, proposing a kind of is the production method of feedstock production Sulfuryl chloride isocyanate with chlorine, sodium cyanide and sulphur trioxide, it is simple that it has technological process, the product that obtains is purified easily, the yield height is convenient to advantages such as suitability for industrialized production.
The invention provides technical scheme is to realize like this, at the mother liquor that the 8-30% sodium cyanide is housed, feed in the reactor simultaneously with chlorine, its product is through drying treatment, feed again and be equipped with in the reactor of sulphur trioxide, react between the control reaction temperature-20 ℃-100 ℃, obtain chlorination pyrosulfuryl isocyanic ester and 2,6-dichloro-1,3,4,5-oxygen, nitrogen, the thia six-ring decomposes between 100 ℃-200 ℃, remove unreacted sulphur trioxide and chlorine cyanogen, to obtain mother liquor and distill, collect 106 ℃-107 ℃ fraction, obtain high-purity Sulfuryl chloride isocyanate.
Reaction principle:
Preparation method's of the present invention beneficial effect, because adopting with chlorine, sodium cyanide and sulphur trioxide is raw material, make Sulfuryl chloride isocyanate through high temperature and decomposition, so the product technological process is simple, the yield height, the purity height significantly reduces " three wastes " and pollutes, and with low cost, advantages such as starting material wide material sources.
Specific embodiment:, can do further understanding to the present invention below by example.
Embodiment 1: add 16% sodium cyanide solution of 1000ml in the 2000ml reaction flask, slowly feed with chlorine and make chlorine dicyanogen body in the glass reactor, after the calcium chloride drying, feed the band stirring 200 gram SO are housed
3Reactor, reaction is 3 hours between-20 ℃-50 ℃, after treating that gas feeds end, be incubated 30 minutes, be warmed up to 120 ℃-135 ℃ then and refluxed 3 hours, remove all chlorine cyanogen and sulphur trioxides, and collect together and utilize again, load onto rectifier unit and carry out rectifying, the fraction of collecting 106 ℃-107 ℃ can get 390 grams.
Embodiment 2: add 21% sodium cyanide solution of 1000ml in the 2000ml reaction flask, slowly feed in the glass reactor with chlorine, make chlorine dicyanogen body, through feeding the band stirring after the calcium chloride drying 200 gram SO are housed
3Reactor, reaction is 3 hours between 25 ℃-60 ℃, after treating that gas feeds end, be incubated 30 minutes, be warmed up to 127-150 ℃ then and refluxed 3 hours, remove all chlorine cyanogen and sulphur trioxides, and collect together and utilize again, load onto rectifier unit and carry out rectifying, the fraction of collecting 106 ℃-107 ℃ obtains 400 grams.Embodiment 3: add 500 grams 2 in the 1000ml there-necked flask, 6-dichloro-1,3,4,5-oxygen, nitrogen, thia six-ring and chlorination pyrosulfuryl isocyanate mixture are heated to 120-135 ℃, refluxed 3 hours, and after reaction finishes, obtained Sulfuryl chloride isocyanate 370 grams with rectifying tower rectifying.
Claims (4)
1, a kind of with chlorine, sodium cyanide and sulphur trioxide are raw material, the preparation method of Sulfuryl chloride isocyanate, it is characterized in that at the mother liquor that the 8-30% sodium cyanide is housed, feed in the reactor simultaneously with chlorine, its product feeds and is equipped with in the reactor of sulphur trioxide through drying treatment, reacts between the control reaction temperature-20 ℃-100 ℃, obtain chlorination pyrosulfuryl isocyanic ester and 2,6-dichloro-1,3,4,5-oxygen, nitrogen, the thia six-ring, between 100 ℃-200 ℃, decompose, remove unreacted sulphur trioxide and chlorine cyanogen, will obtain mother liquor and distill, the fraction of collecting 106 ℃-107 ℃ obtains high-purity Sulfuryl chloride isocyanate
Reaction principle:
2, the preparation method of Sulfuryl chloride isocyanate according to claim 1, it is characterized in that at the mother liquor that 16% sodium cyanide is housed, feed in the reactor simultaneously with chlorine, after its product process calcium chloride drying, feed again and be equipped with in the reactor of sulphur trioxide, reacted 3 hours between the control reaction temperature-20 ℃-50 ℃, after treating that gas feeds end, be incubated 30 minutes, be warmed up to 120 ℃-135 ℃ then and refluxed 3 hours, remove all chlorine cyanogen and sulphur trioxides, and collect together and utilize again, load onto rectifier unit and carry out rectifying, the fraction of collecting 106 ℃-107 ℃ obtains Sulfuryl chloride isocyanate.
3, the preparation method of Sulfuryl chloride isocyanate according to claim 1, it is characterized in that at 21% sodium cyanide solution, slowly feed in the glass reactor with chlorine, make chlorine dicyanogen body, stir the reactor that SO3 is housed through feeding band after the calcium chloride drying, reaction is 3 hours between 25 ℃-60 ℃, after treating that gas feeds end, be incubated 30 minutes, be warmed up to 127-150 ℃ then and refluxed 3 hours, remove all chlorine cyanogen and sulphur trioxides, and collect together and utilize again, load onto rectifier unit and carry out rectifying, the fraction of collecting 106 ℃-107 ℃ obtains Sulfuryl chloride isocyanate.
4, the preparation method of Sulfuryl chloride isocyanate according to claim 1, it is characterized in that 2,6-dichloro-1,3,4,5-oxygen, nitrogen, thia six-ring and chlorination pyrosulfuryl isocyanate mixture, be heated to 120-135 ℃, refluxed 3 hours, and after reaction finishes, obtained Sulfuryl chloride isocyanate with rectifying tower rectifying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03127621 CN1264814C (en) | 2003-07-04 | 2003-07-04 | Method for preparing chlorine sulfonyl isocyanic ester |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03127621 CN1264814C (en) | 2003-07-04 | 2003-07-04 | Method for preparing chlorine sulfonyl isocyanic ester |
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| CN1566085A true CN1566085A (en) | 2005-01-19 |
| CN1264814C CN1264814C (en) | 2006-07-19 |
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| CN 03127621 Expired - Fee Related CN1264814C (en) | 2003-07-04 | 2003-07-04 | Method for preparing chlorine sulfonyl isocyanic ester |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101891657A (en) * | 2010-07-15 | 2010-11-24 | 营口三征新科技化工有限公司 | Manufacturing method of chlorosulfonyl isocyanate |
| CN104447438A (en) * | 2014-11-20 | 2015-03-25 | 沈阳化工大学 | Method for producing chlorosulfonyl isocyanate by taking cyanogen chloride and sulfur trioxide as raw materials |
| CN109400506A (en) * | 2018-11-14 | 2019-03-01 | 四平市精细化学品有限公司 | A kind of synthetic method of high-purity chlorosulphonyl isocyanate |
| CN112321462A (en) * | 2020-11-02 | 2021-02-05 | 四平市精细化学品有限公司 | Method for synthesizing chlorosulfonyl isocyanate by continuous method |
-
2003
- 2003-07-04 CN CN 03127621 patent/CN1264814C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101891657A (en) * | 2010-07-15 | 2010-11-24 | 营口三征新科技化工有限公司 | Manufacturing method of chlorosulfonyl isocyanate |
| CN101891657B (en) * | 2010-07-15 | 2011-08-31 | 营口三征新科技化工有限公司 | Manufacturing method of chlorosulfonyl isocyanate |
| CN104447438A (en) * | 2014-11-20 | 2015-03-25 | 沈阳化工大学 | Method for producing chlorosulfonyl isocyanate by taking cyanogen chloride and sulfur trioxide as raw materials |
| CN109400506A (en) * | 2018-11-14 | 2019-03-01 | 四平市精细化学品有限公司 | A kind of synthetic method of high-purity chlorosulphonyl isocyanate |
| CN112321462A (en) * | 2020-11-02 | 2021-02-05 | 四平市精细化学品有限公司 | Method for synthesizing chlorosulfonyl isocyanate by continuous method |
| CN112321462B (en) * | 2020-11-02 | 2023-02-24 | 四平市精细化学品有限公司 | Method for synthesizing chlorosulfonyl isocyanate by continuous method |
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| CN1264814C (en) | 2006-07-19 |
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Address after: 050041 No. 47 Harvest Road, Hebei, Shijiazhuang Co-patentee after: Siping City Fine Chemicals Co., LTD Patentee after: Zhongnuo Pharmaceutical (Shijiazhuang) Co., Ltd., Shiyao Group Address before: 050041 No. 47 Harvest Road, Hebei, Shijiazhuang Co-patentee before: Siping City Fine Chemicals Co., LTD Patentee before: CSPC Hebei Zhongrun Pharmaceutical Co., Ltd. |
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