DE1593049B2 - Verfahren zur Herstellung von p Chlorphenylisocyanat - Google Patents
Verfahren zur Herstellung von p ChlorphenylisocyanatInfo
- Publication number
- DE1593049B2 DE1593049B2 DE1593049A DE1593049A DE1593049B2 DE 1593049 B2 DE1593049 B2 DE 1593049B2 DE 1593049 A DE1593049 A DE 1593049A DE 1593049 A DE1593049 A DE 1593049A DE 1593049 B2 DE1593049 B2 DE 1593049B2
- Authority
- DE
- Germany
- Prior art keywords
- phosgene
- grams
- chloroaniline
- chlorophenyl isocyanate
- preparation
- 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
- 238000000034 method Methods 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 3
- NOHQUGRVHSJYMR-UHFFFAOYSA-N 1-chloro-2-isocyanatobenzene Chemical compound ClC1=CC=CC=C1N=C=O NOHQUGRVHSJYMR-UHFFFAOYSA-N 0.000 title description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- ADAKRBAJFHTIEW-UHFFFAOYSA-N 1-chloro-4-isocyanatobenzene Chemical compound ClC1=CC=C(N=C=O)C=C1 ADAKRBAJFHTIEW-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000007210 heterogeneous catalysis Methods 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- ZOCYRJKGMXEYTN-UHFFFAOYSA-N n-(4-chlorophenyl)carbamoyl chloride Chemical compound ClC(=O)NC1=CC=C(Cl)C=C1 ZOCYRJKGMXEYTN-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- -1 aliphatic amines Chemical class 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/10—Preparation of derivatives of isocyanic acid by reaction of amines with carbonyl halides, e.g. with phosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RO5006765 | 1965-07-26 | ||
| RO5006865 | 1965-07-26 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1593049A1 DE1593049A1 (de) | 1970-04-23 |
| DE1593049B2 true DE1593049B2 (de) | 1973-11-15 |
| DE1593049C3 DE1593049C3 (ref) | 1974-06-20 |
Family
ID=26653482
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1593049A Granted DE1593049B2 (de) | 1965-07-26 | 1966-07-14 | Verfahren zur Herstellung von p Chlorphenylisocyanat |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3467689A (ref) |
| DE (1) | DE1593049B2 (ref) |
| FR (2) | FR1508115A (ref) |
| GB (2) | GB1087192A (ref) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0041171A1 (de) * | 1980-05-29 | 1981-12-09 | Bayer Ag | 2-Chlor-5-nitro-phenylisocyanat, Verfahren zu seiner Herstellung und seine Verwendung |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4477389A (en) * | 1982-10-25 | 1984-10-16 | The United States Of America As Represented By The Secretary Of Agriculture | Polyhalogenated phenyl isocyanate synthesis with excess phosgene and either triethylamine or tetramethylurea |
| IL73487A0 (en) * | 1983-11-23 | 1985-02-28 | Stauffer Chemical Co | Preparation of organic isocyanates |
| CN101318913B (zh) * | 2008-07-21 | 2011-04-27 | 国家农药创制工程技术研究中心 | 一种对氯苯基异氰酸酯的制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2362648A (en) * | 1942-10-29 | 1944-11-14 | Wingfoot Corp | Method of preparing chemical compounds |
| US2689861A (en) * | 1953-01-13 | 1954-09-21 | Du Pont | Aromatic isocyanate manufacture in the presence of tetramethylurea |
| US2908703A (en) * | 1955-08-16 | 1959-10-13 | Harold K Latourette | Preparation of aromatic isocyanates |
-
1966
- 1966-07-14 DE DE1593049A patent/DE1593049B2/de active Granted
- 1966-07-14 GB GB31590/66A patent/GB1087192A/en not_active Expired
- 1966-07-18 US US565717A patent/US3467689A/en not_active Expired - Lifetime
- 1966-07-20 FR FR70057A patent/FR1508115A/fr not_active Expired
- 1966-07-20 FR FR70058A patent/FR1508116A/fr not_active Expired
- 1966-07-22 GB GB33141/66A patent/GB1149214A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0041171A1 (de) * | 1980-05-29 | 1981-12-09 | Bayer Ag | 2-Chlor-5-nitro-phenylisocyanat, Verfahren zu seiner Herstellung und seine Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1508115A (fr) | 1968-01-05 |
| US3467689A (en) | 1969-09-16 |
| DE1593049A1 (de) | 1970-04-23 |
| DE1593049C3 (ref) | 1974-06-20 |
| GB1149214A (en) | 1969-04-16 |
| FR1508116A (fr) | 1968-01-05 |
| GB1087192A (en) | 1967-10-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |