FR2071465A5 - Nitriles prodn by ammoxidation of - chloromethyl cpds - Google Patents
Nitriles prodn by ammoxidation of - chloromethyl cpdsInfo
- Publication number
- FR2071465A5 FR2071465A5 FR6945468A FR6945468A FR2071465A5 FR 2071465 A5 FR2071465 A5 FR 2071465A5 FR 6945468 A FR6945468 A FR 6945468A FR 6945468 A FR6945468 A FR 6945468A FR 2071465 A5 FR2071465 A5 FR 2071465A5
- Authority
- FR
- France
- Prior art keywords
- chloromethyl
- cpds
- nitriles
- ammoxidation
- ammonia
- 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.)
- Expired
Links
- 150000002825 nitriles Chemical class 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052745 lead Inorganic materials 0.000 abstract 2
- 229910052716 thallium Inorganic materials 0.000 abstract 2
- VQRBXYBBGHOGFT-UHFFFAOYSA-N 1-(chloromethyl)-2-methylbenzene Chemical compound CC1=CC=CC=C1CCl VQRBXYBBGHOGFT-UHFFFAOYSA-N 0.000 abstract 1
- DMHZDOTYAVHSEH-UHFFFAOYSA-N 1-(chloromethyl)-4-methylbenzene Chemical compound CC1=CC=C(CCl)C=C1 DMHZDOTYAVHSEH-UHFFFAOYSA-N 0.000 abstract 1
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 abstract 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052796 boron Inorganic materials 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 229910052732 germanium Inorganic materials 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical compound CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 238000007086 side reaction Methods 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 125000005402 stannate group Chemical group 0.000 abstract 1
- 229910052718 tin Inorganic materials 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229910052720 vanadium Inorganic materials 0.000 abstract 1
- 229910052726 zirconium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/26—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/28—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing six-membered aromatic rings, e.g. styrene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Nitriles Y-CN (where Y = alkylphenyl or alkenyl of formula: where R = H or CH3 (at least one = CH3)), are made by vapour phase ammoxidation of cpds. Y-CH2-Cl by reaction with oxygen and ammonia in the pres. of a catalyst comprising a deriv of an element of gps. IB, IIIA, IIIB, IVA, VA VB, VIB or Fe. Suitable catalysts are the oxides of Cu, Fe, Sn, Pb, Ti, Zr, V, Tl, B, P, Si and Ge are stannates and zirconates or Pb and Tl. They may be mounted on an inert carrier. Reaction is carried out by passing the chloromethyl cpd. (e.g. methallyl chloride, o-, m-, or p-chloromethyl toluene etc) with air and ammonia and opt a diluent e.g. steam over a bed of the catalyst at 300-600 (pref. 350-450 degrees C) and cooling the products rapidly to avoid side reactions. Products include methacrylonitrile, cyanotoluene etc.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6945468A FR2071465A5 (en) | 1969-12-30 | 1969-12-30 | Nitriles prodn by ammoxidation of - chloromethyl cpds |
| SU1497515A SU461491A3 (en) | 1969-12-30 | 1970-12-18 | The method of obtaining unsaturated nitriles |
| NL7018661A NL7018661A (en) | 1969-12-30 | 1970-12-22 | |
| GB6121970A GB1307009A (en) | 1969-12-30 | 1970-12-23 | Ammoxidation of chloromethyl compounds |
| US00101182A US3766239A (en) | 1969-12-30 | 1970-12-23 | Ammoxidation of chloromethyl compounds |
| JP45117327A JPS4929172B1 (en) | 1969-12-30 | 1970-12-23 | |
| CH1926370A CH520115A (en) | 1969-12-30 | 1970-12-29 | Process for the preparation of nitriles |
| BE761018A BE761018A (en) | 1969-12-30 | 1970-12-29 | AMMOXIDATION OF CHLOROMETHYL COMPOUNDS |
| DE19702064499 DE2064499A1 (en) | 1969-12-30 | 1970-12-30 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6945468A FR2071465A5 (en) | 1969-12-30 | 1969-12-30 | Nitriles prodn by ammoxidation of - chloromethyl cpds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2071465A5 true FR2071465A5 (en) | 1971-09-17 |
Family
ID=9045394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR6945468A Expired FR2071465A5 (en) | 1969-12-30 | 1969-12-30 | Nitriles prodn by ammoxidation of - chloromethyl cpds |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR2071465A5 (en) |
| SU (1) | SU461491A3 (en) |
-
1969
- 1969-12-30 FR FR6945468A patent/FR2071465A5/en not_active Expired
-
1970
- 1970-12-18 SU SU1497515A patent/SU461491A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| SU461491A3 (en) | 1975-02-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |