IES20180085A2 - Drugs intermediates 1,4-dibromo-2,3-butanediol synthesis method - Google Patents
Drugs intermediates 1,4-dibromo-2,3-butanediol synthesis methodInfo
- Publication number
- IES20180085A2 IES20180085A2 IES20180085A IES20180085A IES20180085A2 IE S20180085 A2 IES20180085 A2 IE S20180085A2 IE S20180085 A IES20180085 A IE S20180085A IE S20180085 A IES20180085 A IE S20180085A IE S20180085 A2 IES20180085 A2 IE S20180085A2
- Authority
- IE
- Ireland
- Prior art keywords
- solution
- mol
- dibromo
- synthesis method
- butanediol
- Prior art date
Links
- XOWDQAHYPSENAC-UHFFFAOYSA-N 1,4-dibromobutane-2,3-diol Chemical compound BrCC(O)C(O)CBr XOWDQAHYPSENAC-UHFFFAOYSA-N 0.000 title abstract 3
- 239000003814 drug Substances 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 238000001308 synthesis method Methods 0.000 title abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- QIODANQULLIVBX-UHFFFAOYSA-N 1,4-diaminobutane-2,3-dione Chemical compound NCC(=O)C(=O)CN QIODANQULLIVBX-UHFFFAOYSA-N 0.000 abstract 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N Methyl butyrate Chemical compound CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 abstract 1
- 229940036348 bismuth carbonate Drugs 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- GMZOPRQQINFLPQ-UHFFFAOYSA-H dibismuth;tricarbonate Chemical compound [Bi+3].[Bi+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O GMZOPRQQINFLPQ-UHFFFAOYSA-H 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/64—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by simultaneous introduction of -OH groups and halogens
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Drugs intermediates 1,4-dibromo-2,3-butanediol synthesis method, comprises the following steps: the reaction vessel was added 2 mol 1,4-diaminobutanedione, 4-6 mol 2-pyrrolidone, the solution temperature was reduced to 5-7 V, then followed by the addition of 2-3 mol basic bismuth carbonate and 4-6 mol hydrogen bromide solution for 30-60 min, continued to reduce the temperature to 1-3 V, controlled the stirring speed at 170-190 rpm, kept for 40-60 min, standing for 30-50 mm, precipitated the solids, the filtrate was washed with butyric acid methyl ester solution and the nitrile solution, recrystallized from the cyclohexanone solution to precipitate the crystals and the dehydrated with dehydrating agent, obtained the finished product 1,4-dibromo-2,3-butanediol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710216098.8A CN108238847A (en) | 2017-04-05 | 2017-04-05 | A kind of synthetic method of bis- bromo- 2,3- butanediols of pharmaceutical intermediate 1,4- |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IES20180085A2 true IES20180085A2 (en) | 2019-04-03 |
| IES86990B2 IES86990B2 (en) | 2019-05-01 |
Family
ID=58744599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IES20180085A IES86990B2 (en) | 2017-04-05 | 2018-03-27 | Drugs intermediates 1,4-dibromo-2,3-butanediol synthesis method |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN108238847A (en) |
| AU (1) | AU2018100415A4 (en) |
| GB (1) | GB201705845D0 (en) |
| IE (1) | IES86990B2 (en) |
-
2017
- 2017-04-05 CN CN201710216098.8A patent/CN108238847A/en active Pending
- 2017-04-11 GB GBGB1705845.4A patent/GB201705845D0/en not_active Ceased
-
2018
- 2018-03-27 IE IES20180085A patent/IES86990B2/en unknown
- 2018-04-01 AU AU2018100415A patent/AU2018100415A4/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CN108238847A (en) | 2018-07-03 |
| IES86990B2 (en) | 2019-05-01 |
| GB201705845D0 (en) | 2017-05-24 |
| AU2018100415A4 (en) | 2018-05-10 |
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