CN1048017A - Acetone cyanohydrin replaces sodium cyanide (potassium) and makes a series of prussiates - Google Patents
Acetone cyanohydrin replaces sodium cyanide (potassium) and makes a series of prussiates Download PDFInfo
- Publication number
- CN1048017A CN1048017A CN 89103989 CN89103989A CN1048017A CN 1048017 A CN1048017 A CN 1048017A CN 89103989 CN89103989 CN 89103989 CN 89103989 A CN89103989 A CN 89103989A CN 1048017 A CN1048017 A CN 1048017A
- Authority
- CN
- China
- Prior art keywords
- acetone
- sodium cyanide
- acetone cyanohydrin
- series
- cyanohydrin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- MWFMGBPGAXYFAR-UHFFFAOYSA-N 2-hydroxy-2-methylpropanenitrile Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 title claims abstract description 16
- FJMMZJZTJGGXHX-UHFFFAOYSA-N potassium sodium dicyanide Chemical compound [K+].[C-]#N.[Na+].[C-]#N FJMMZJZTJGGXHX-UHFFFAOYSA-N 0.000 title description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 26
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims abstract description 5
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims abstract description 3
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 2
- 230000002051 biphasic effect Effects 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- -1 and expensive cost Chemical compound 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000012071 phase Substances 0.000 description 5
- 238000005303 weighing Methods 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HXEAALMXXABUTH-UHFFFAOYSA-N chloromethylbenzene oxalonitrile Chemical compound C(C1=CC=CC=C1)Cl.N#CC#N HXEAALMXXABUTH-UHFFFAOYSA-N 0.000 description 3
- 238000007747 plating Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DSPKXCZGSQZMRS-UHFFFAOYSA-N C(C1=CC=CC=C1)Cl.[Cl] Chemical compound C(C1=CC=CC=C1)Cl.[Cl] DSPKXCZGSQZMRS-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention is to be that raw material replaces sodium cyanide (or potassium) to make a series of chemical productss with the acetone cyanohydrin.Acetone cyanohydrin can replace the cyanide product of Sodium Cyanide Production series, success of the present invention finished this work.Be characterized in to avoid producing the complicated procedures of forming of sodium cyanide, and expensive cost, acetone composition in the acetone cyanohydrin only is a kind of portable object only, can be recycled, and replaces the sodium cyanide reaction to use sodium cyanide also to want smoothly with acetone cyanohydrin in this external some chemical reaction.
Description
The method that replaces sodium cyanide manufacturing series prussiate with acetone cyanohydrin is a kind of.Creationary invention, this method have two characteristics:
(1) acetone is the portable object of cyanogen root, inoperative can all recovery the in cyanogenation.Being reprocessed into acetone cyanohydrin recycles.Its chemical principle is as follows:
Acetone all reclaims, and is converted into acetone cyanohydrin through processing again and recycles.
(2) acetone is the portable object of cyanogen root, but through all not circulating or only part circulation as acetone behind (one) chemical reaction, partly acetone is conscious stays in the solution, in the hope of making cyanogenation more smoothly for example:
NaCN+CLR (at acetone or spill in the smart solution)/(phase catalysis transfer) RCN+NaCL
Example is with the acetone cyanohydrin preparation method to benzyl chloride cyanogen
(1) prepares 30% sodium cyanide solution with acetone cyanohydrin
Take by weighing 654 gram solid caustic soda and be dissolved in 1560 ml waters, be made into sodium hydroxide solution.The cooling back adds in the there-necked flask, take by weighing 1390 gram acetone cyanohydrins again, the neat adding from separating funnel, this flask is equipped with quick stirring of sealing and gas-liquid phase thermometer and gold-plating and goes out device, temperature remains on about 45 ℃ in 20 fens clock times that begin to feed in raw material, the reinforced back temperature that finishes raises gradually and acetone is all steamed until 95 ℃, and it is 28.3% that acetone that this moment, gold-plating went out and about 965 grams of water, promptly can be recycled behind smart gold-plating (about 900 grams) exist the sodium cyanide solution 2520 in the flask to restrain content
(2) to the preparation of benzyl chloride cyanogen
Take by weighing 835 grams to benzyl chloride chlorine
Add in the there-necked flask, the triethylamine that adds 0.4% weight ratio simultaneously, on this there-necked flask thermometer is housed, agitator and reflux, temperature remains on 80 ℃ during beginning, 925 grams that under stirring fast, will take by weighing, the 28.3% above-mentioned sodium cyanide solution for preparing added in one and a half hours, and top temperature can reach more than 95 ℃ when reaction, was cooled to 80 ℃ and continued reaction two and a half hours, promptly accuse and finish, cool off static, separating oil, the water two-phase, with oil phase with the hot wash branch phase of anhydrating, with washed oil phase through decompression distillation at a mmhg, 89-91 ℃ gets 680 grams to benzyl chloride cyanogen, purity about 98%, yield 88%.
Claims (3)
1, every with acetone cyanohydrin as cyanogen root portable object, in the single step reaction of back acetone all recycling use all belong to this patent scope with this class methods manufacturing prussiate.
2, every with acetone cyanohydrin as cyanogen root portable object, though acetone not exclusively reclaims in reaction, but becoming a kind of solution uses, for example in the biphasic reaction of water oil conscious acetone as solution, and in fact acetone cyanohydrin also is just to react after all resolving into acetone and free hydrocyanic acid, also belongs to this patent scope.
3, everyly make raw material with acetone cyanohydrin and replace sodium cyanide and make the method for prussiate and all belong to this patent scope.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 89103989 CN1025851C (en) | 1989-06-12 | 1989-06-12 | Prodn. of cyanides by making use of hydroxy propanone cyanide as raw material instead of sodium (potassium) cyanide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 89103989 CN1025851C (en) | 1989-06-12 | 1989-06-12 | Prodn. of cyanides by making use of hydroxy propanone cyanide as raw material instead of sodium (potassium) cyanide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1048017A true CN1048017A (en) | 1990-12-26 |
| CN1025851C CN1025851C (en) | 1994-09-07 |
Family
ID=4855379
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 89103989 Expired - Fee Related CN1025851C (en) | 1989-06-12 | 1989-06-12 | Prodn. of cyanides by making use of hydroxy propanone cyanide as raw material instead of sodium (potassium) cyanide |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1025851C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114751853A (en) * | 2022-04-11 | 2022-07-15 | 扬州联澳生物医药有限公司 | Process for preparing 6, 6-dimethyl-3-azabicyclo [3.1.0] hexane compounds |
-
1989
- 1989-06-12 CN CN 89103989 patent/CN1025851C/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114751853A (en) * | 2022-04-11 | 2022-07-15 | 扬州联澳生物医药有限公司 | Process for preparing 6, 6-dimethyl-3-azabicyclo [3.1.0] hexane compounds |
| CN114751853B (en) * | 2022-04-11 | 2023-10-13 | 扬州联澳生物医药有限公司 | Process for preparing 6, 6-dimethyl-3-azabicyclo [3.1.0] hexane compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1025851C (en) | 1994-09-07 |
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|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |