JPH04226935A - ２，３−ジブロモプロピルクロライドの製造方法 - Google Patents
２，３−ジブロモプロピルクロライドの製造方法Info
- Publication number
- JPH04226935A JPH04226935A JP3112778A JP11277891A JPH04226935A JP H04226935 A JPH04226935 A JP H04226935A JP 3112778 A JP3112778 A JP 3112778A JP 11277891 A JP11277891 A JP 11277891A JP H04226935 A JPH04226935 A JP H04226935A
- Authority
- JP
- Japan
- Prior art keywords
- iron
- chloride
- dibromopropionyl
- iii
- acrylic acid
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims description 9
- WBEJYOJJBDISQU-UHFFFAOYSA-N 1,2-Dibromo-3-chloropropane Chemical compound ClCC(Br)CBr WBEJYOJJBDISQU-UHFFFAOYSA-N 0.000 title description 2
- HWKWYDXHMQQDQJ-UHFFFAOYSA-N 2,3-dibromopropanoyl chloride Chemical compound ClC(=O)C(Br)CBr HWKWYDXHMQQDQJ-UHFFFAOYSA-N 0.000 claims abstract description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 7
- QVHNPERSEFABEH-UHFFFAOYSA-N 2,2-dibromopropanoic acid Chemical compound CC(Br)(Br)C(O)=O QVHNPERSEFABEH-UHFFFAOYSA-N 0.000 claims abstract description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical group ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 14
- 150000002505 iron Chemical class 0.000 claims description 8
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 8
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 4
- 239000012320 chlorinating reagent Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- NCNCGGDMXMBVIA-UHFFFAOYSA-L iron(ii) hydroxide Chemical compound [OH-].[OH-].[Fe+2] NCNCGGDMXMBVIA-UHFFFAOYSA-L 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229910021577 Iron(II) chloride Inorganic materials 0.000 claims description 2
- 229910021579 Iron(II) iodide Inorganic materials 0.000 claims description 2
- 229910021576 Iron(III) bromide Inorganic materials 0.000 claims description 2
- 230000031709 bromination Effects 0.000 claims description 2
- 238000005893 bromination reaction Methods 0.000 claims description 2
- 238000005660 chlorination reaction Methods 0.000 claims description 2
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 claims description 2
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 claims description 2
- MVFCKEFYUDZOCX-UHFFFAOYSA-N iron(2+);dinitrate Chemical compound [Fe+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MVFCKEFYUDZOCX-UHFFFAOYSA-N 0.000 claims description 2
- 229910021506 iron(II) hydroxide Inorganic materials 0.000 claims description 2
- 229910000359 iron(II) sulfate Inorganic materials 0.000 claims description 2
- BQZGVMWPHXIKEQ-UHFFFAOYSA-L iron(ii) iodide Chemical compound [Fe+2].[I-].[I-] BQZGVMWPHXIKEQ-UHFFFAOYSA-L 0.000 claims description 2
- FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 claims description 2
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims 2
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 claims 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 8
- 239000000155 melt Substances 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 3
- ZMYAKSMZTVWUJB-UHFFFAOYSA-N 2,3-dibromopropanoic acid Chemical compound OC(=O)C(Br)CBr ZMYAKSMZTVWUJB-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- MSNWSDPPULHLDL-UHFFFAOYSA-K ferric hydroxide Chemical compound [OH-].[OH-].[OH-].[Fe+3] MSNWSDPPULHLDL-UHFFFAOYSA-K 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH01666/90-0 | 1990-05-17 | ||
| CH166690 | 1990-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04226935A true JPH04226935A (ja) | 1992-08-17 |
Family
ID=4215784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3112778A Withdrawn JPH04226935A (ja) | 1990-05-17 | 1991-05-17 | ２，３−ジブロモプロピルクロライドの製造方法 |
Country Status (9)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101560147B (zh) * | 2009-05-26 | 2012-02-01 | 浙江大学 | 2，3-二溴-2-甲基丙酸的合成方法 |
| CN106588639A (zh) * | 2016-06-29 | 2017-04-26 | 宁夏海诚电化信息科技有限公司 | 一种2,3‑二溴丙酰氯生产工艺 |
| CN116023257B (zh) * | 2023-03-27 | 2023-07-25 | 烟台泰和新材高分子新材料研究院有限公司 | 一种高纯度丙酰氯的连续生产方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1805162A (en) * | 1928-10-11 | 1931-05-12 | Dow Chemical Co | Preparation of aliphatic acid chlorides |
| US3364259A (en) * | 1964-01-17 | 1968-01-16 | Aerojet General Co | Preparation of trimesoyl chloride |
| US4039523A (en) * | 1970-12-22 | 1977-08-02 | Ciba-Geigy Ag | 3-Sulfoalkyl-6-hydroxy-pyrid-(2)-one-containing azo dyestuffs |
| DE2114158A1 (de) * | 1971-03-24 | 1972-09-28 | Bayer Ag | Reaktivfarbstoffe |
| JPS57163342A (en) * | 1981-03-30 | 1982-10-07 | Seitetsu Kagaku Co Ltd | Preparation of 3,4,5-trimethoxybenzoic acid halide |
| DE3220729A1 (de) * | 1982-06-02 | 1983-12-08 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von terephthalsaeure- und isophthalsaeuredichlorid |
| EP0114032B1 (de) * | 1982-12-20 | 1987-07-01 | Ciba-Geigy Ag | Reaktivfarbstoffe, deren Herstellung und Verwendung |
| EP0179019B1 (de) * | 1984-10-15 | 1990-05-16 | Ciba-Geigy Ag | Reaktivfarbstoffe, deren Herstellung und Verwendung |
| US4855410A (en) * | 1985-07-30 | 1989-08-08 | Ciba-Geigy Corporation | Process for the preparation of fibre-reactive azo compounds containing a phenylenediamine diazo component |
| ES2053804T3 (es) * | 1987-09-21 | 1994-08-01 | Ciba Geigy Ag | Procedimiento para teñir o estampar materiales de fibras poliamidicas naturales o sinteticas con colorantes reactivos. |
| EP0352222B1 (de) * | 1988-06-29 | 1994-05-25 | Ciba-Geigy Ag | Faserreaktive Formazanfarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
| US4892870A (en) * | 1988-08-01 | 1990-01-09 | Biofor, Ltd. | Oxaza heterocycles and pharmaceutical compositions containing same |
-
1991
- 1991-04-30 TW TW080103371A patent/TW204339B/zh active
- 1991-05-08 EP EP91810353A patent/EP0457725B1/de not_active Expired - Lifetime
- 1991-05-08 ES ES91810353T patent/ES2069869T3/es not_active Expired - Lifetime
- 1991-05-08 DE DE59104842T patent/DE59104842D1/de not_active Expired - Fee Related
- 1991-05-14 KR KR1019910007741A patent/KR910019951A/ko not_active Withdrawn
- 1991-05-14 AR AR91319690A patent/AR246946A1/es active
- 1991-05-16 BR BR919101999A patent/BR9101999A/pt unknown
- 1991-05-17 JP JP3112778A patent/JPH04226935A/ja not_active Withdrawn
-
1993
- 1993-01-22 US US08/008,056 patent/US5344977A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| BR9101999A (pt) | 1991-12-24 |
| EP0457725A3 (en) | 1992-02-26 |
| EP0457725A2 (de) | 1991-11-21 |
| TW204339B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-04-21 |
| EP0457725B1 (de) | 1995-03-08 |
| US5344977A (en) | 1994-09-06 |
| KR910019951A (ko) | 1991-12-19 |
| AR246946A1 (es) | 1994-10-31 |
| DE59104842D1 (de) | 1995-04-13 |
| ES2069869T3 (es) | 1995-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A300 | Application deemed to be withdrawn because no request for examination was validly filed |
Free format text: JAPANESE INTERMEDIATE CODE: A300 Effective date: 19980806 |