CS250691B2 - Method of dicarboxyl acids' cyclic imides production - Google Patents
Method of dicarboxyl acids' cyclic imides production Download PDFInfo
- Publication number
- CS250691B2 CS250691B2 CS854451A CS445185A CS250691B2 CS 250691 B2 CS250691 B2 CS 250691B2 CS 854451 A CS854451 A CS 854451A CS 445185 A CS445185 A CS 445185A CS 250691 B2 CS250691 B2 CS 250691B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- urea
- reaction
- dicarboxylic acid
- production
- solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- -1 cyclic imides Chemical class 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title description 6
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 34
- 239000004202 carbamide Substances 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 10
- 239000007789 gas Substances 0.000 claims description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- 125000004122 cyclic group Chemical group 0.000 claims description 5
- 230000008929 regeneration Effects 0.000 claims description 3
- 238000011069 regeneration method Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 8
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 7
- 239000000155 melt Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000000859 sublimation Methods 0.000 description 3
- 230000008022 sublimation Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- CIFFBTOJCKSRJY-UHFFFAOYSA-N 3α,4,7,7α-tetrahydro-1h-isoindole-1,3(2h)-dione Chemical compound C1C=CCC2C(=O)NC(=O)C21 CIFFBTOJCKSRJY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229960002317 succinimide Drugs 0.000 description 2
- 239000002912 waste gas Substances 0.000 description 2
- WEHZNZTWKUYVIY-UHFFFAOYSA-N 3-oxabicyclo[3.2.2]nona-1(7),5,8-triene-2,4-dione Chemical compound O=C1OC(=O)C2=CC=C1C=C2 WEHZNZTWKUYVIY-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000003972 cyclic carboxylic anhydrides Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU842328A HU192035B (en) | 1984-06-18 | 1984-06-18 | Process for production of ftalimid and tetrahydroftalimid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS250691B2 true CS250691B2 (en) | 1987-05-14 |
Family
ID=10958856
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS854451A CS250691B2 (en) | 1984-06-18 | 1985-06-18 | Method of dicarboxyl acids' cyclic imides production |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS6112661A (ro) |
| BG (1) | BG43864A3 (ro) |
| CS (1) | CS250691B2 (ro) |
| DD (1) | DD234002A5 (ro) |
| DE (1) | DE3518619A1 (ro) |
| FR (1) | FR2565975B1 (ro) |
| HU (1) | HU192035B (ro) |
| IL (1) | IL75199A0 (ro) |
| RO (1) | RO92318B (ro) |
| SU (1) | SU1355124A3 (ro) |
| YU (1) | YU99085A (ro) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110804011A (zh) * | 2019-11-12 | 2020-02-18 | 内蒙古科迈化工有限公司 | 一种邻苯二甲酰亚胺合成方法 |
| CN111454196A (zh) * | 2020-05-12 | 2020-07-28 | 河南源博新材料有限公司 | 一种顺式-1,2,3,6-四氢邻苯二甲酰亚胺的生产合成方法 |
| CN115353481B (zh) * | 2022-08-31 | 2024-03-29 | 宁夏格瑞精细化工有限公司 | 一种顺式-1,2,3,6-四氢邻苯二甲酰亚胺的催化合成方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3819648A (en) * | 1971-11-12 | 1974-06-25 | Dawe Labor Inc S | Production of phthalimide |
-
1984
- 1984-06-18 HU HU842328A patent/HU192035B/hu not_active IP Right Cessation
-
1985
- 1985-05-15 IL IL75199A patent/IL75199A0/xx unknown
- 1985-05-23 DE DE19853518619 patent/DE3518619A1/de not_active Withdrawn
- 1985-05-29 FR FR8508037A patent/FR2565975B1/fr not_active Expired
- 1985-06-10 DD DD85277208A patent/DD234002A5/de not_active IP Right Cessation
- 1985-06-13 YU YU00990/85A patent/YU99085A/xx unknown
- 1985-06-17 RO RO119176A patent/RO92318B/ro unknown
- 1985-06-17 SU SU853909600A patent/SU1355124A3/ru active
- 1985-06-17 BG BG070701A patent/BG43864A3/xx unknown
- 1985-06-17 JP JP60130066A patent/JPS6112661A/ja active Pending
- 1985-06-18 CS CS854451A patent/CS250691B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2565975B1 (fr) | 1988-08-26 |
| FR2565975A1 (fr) | 1985-12-20 |
| IL75199A0 (en) | 1985-09-29 |
| RO92318A (ro) | 1987-08-31 |
| RO92318B (ro) | 1987-09-01 |
| JPS6112661A (ja) | 1986-01-21 |
| DE3518619A1 (de) | 1985-12-19 |
| DD234002A5 (de) | 1986-03-19 |
| BG43864A3 (en) | 1988-08-15 |
| YU99085A (en) | 1987-10-31 |
| SU1355124A3 (ru) | 1987-11-23 |
| HU192035B (en) | 1987-04-28 |
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