GB1211584A - Process for producing salicylaldehyde - Google Patents
Process for producing salicylaldehydeInfo
- Publication number
- GB1211584A GB1211584A GB2335468A GB2335468A GB1211584A GB 1211584 A GB1211584 A GB 1211584A GB 2335468 A GB2335468 A GB 2335468A GB 2335468 A GB2335468 A GB 2335468A GB 1211584 A GB1211584 A GB 1211584A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- tri
- phosphate
- salicylaldehyde
- formaldehyde
- 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
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 title abstract 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- ZVYBPNHYJPGNTF-UHFFFAOYSA-N tris[2-(dichloromethyl)phenyl] phosphate Chemical compound ClC(Cl)C1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C(Cl)Cl)OC1=CC=CC=C1C(Cl)Cl ZVYBPNHYJPGNTF-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 abstract 2
- 239000004094 surface-active agent Substances 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
- C07C45/43—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis of >CX2 groups, X being halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
1,211,584. Salicylaldehyde; tri-(o - dichloromethyl phenyl) phosphate. GEIGY (U.K.) Ltd. 16 May, 1969 [16 May, 1968], No. 23354/68. Heading C2C. Salicylaldehyde is produced by the acid hydrolysis of tri-(o-dichloromethyl phenyl) phosphate in the presence of the sodium salt of the condensation product of naphthalene sulphonic acid and formaldehyde as surface-active agent. The surface-active agent may be obtained by neutralising with a sodium-containing compound the condensation product of 1 molar proportion of naphthalene sulphonic acid and 0À77 molar proportion of formaldehyde at 80-100‹ C. The acid used in the hydrolysis step may be, e.g. sulphamic acid, p-toluenesulphonic acid, acetic acid, phosphonic acid, hydrochloric acid or, preferably, sulphuric acid. The tri-(o-dichloromethyl phenyl) phosphate used may be made by the chlorination of tri-o-tolyl phosphate with gaseous chlorine at 120-180‹ C., optionally in the presence of ultra-violet light.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2335468A GB1211584A (en) | 1968-05-16 | 1968-05-16 | Process for producing salicylaldehyde |
| CH684069A CH510604A (en) | 1968-05-16 | 1969-05-05 | Process for the production of salicylaldehyde |
| NL6907454A NL6907454A (en) | 1968-05-16 | 1969-05-14 | |
| FR6915648A FR2008662A1 (en) | 1968-05-16 | 1969-05-14 | |
| DE19691925111 DE1925111A1 (en) | 1968-05-16 | 1969-05-16 | Process for the production of salicylaldehyde |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2335468A GB1211584A (en) | 1968-05-16 | 1968-05-16 | Process for producing salicylaldehyde |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1211584A true GB1211584A (en) | 1970-11-11 |
Family
ID=10194316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2335468A Expired GB1211584A (en) | 1968-05-16 | 1968-05-16 | Process for producing salicylaldehyde |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH510604A (en) |
| DE (1) | DE1925111A1 (en) |
| FR (1) | FR2008662A1 (en) |
| GB (1) | GB1211584A (en) |
| NL (1) | NL6907454A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3113640B1 (en) | 2020-08-25 | 2022-08-05 | Psa Automobiles Sa | VEHICLE SAFE AGAINST THE RISK OF LOSS OF A SERVITUDE BATTERY. |
-
1968
- 1968-05-16 GB GB2335468A patent/GB1211584A/en not_active Expired
-
1969
- 1969-05-05 CH CH684069A patent/CH510604A/en not_active IP Right Cessation
- 1969-05-14 NL NL6907454A patent/NL6907454A/xx unknown
- 1969-05-14 FR FR6915648A patent/FR2008662A1/fr not_active Withdrawn
- 1969-05-16 DE DE19691925111 patent/DE1925111A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2008662A1 (en) | 1970-01-23 |
| NL6907454A (en) | 1969-11-18 |
| DE1925111A1 (en) | 1969-11-20 |
| CH510604A (en) | 1971-07-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |