GB415945A - Manufacture of condensation products from phloroglucinol and aromatic amines - Google Patents
Manufacture of condensation products from phloroglucinol and aromatic aminesInfo
- Publication number
- GB415945A GB415945A GB2181/34A GB218134A GB415945A GB 415945 A GB415945 A GB 415945A GB 2181/34 A GB2181/34 A GB 2181/34A GB 218134 A GB218134 A GB 218134A GB 415945 A GB415945 A GB 415945A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phloroglucinol
- water
- reaction
- hydroxybenzene
- compounds
- 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
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 title abstract 12
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 title abstract 12
- 229960001553 phloroglucinol Drugs 0.000 title abstract 12
- 150000004982 aromatic amines Chemical class 0.000 title abstract 3
- 239000007859 condensation product Substances 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 7
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 4
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 abstract 4
- 229960003742 phenol Drugs 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 abstract 2
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 abstract 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 238000002425 crystallisation Methods 0.000 abstract 2
- 230000008025 crystallization Effects 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- QFXJYJSYVMLCKA-UHFFFAOYSA-N (4-nitrophenoxy)methanamine Chemical compound NCOC1=CC=C([N+]([O-])=O)C=C1 QFXJYJSYVMLCKA-UHFFFAOYSA-N 0.000 abstract 1
- IMEBABMHCBKMJS-UHFFFAOYSA-N 2,3-bis(4-methylanilino)phenol Chemical compound C1(=CC=C(C=C1)NC=1C(=C(C=CC1)O)NC1=CC=C(C=C1)C)C IMEBABMHCBKMJS-UHFFFAOYSA-N 0.000 abstract 1
- JIHSUGPOVCMWQF-UHFFFAOYSA-N 2,3-diamino-4,5-diphenylphenol Chemical compound C1(=CC=CC=C1)C=1C(=C(C(=C(C1)O)N)N)C1=CC=CC=C1 JIHSUGPOVCMWQF-UHFFFAOYSA-N 0.000 abstract 1
- XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-nitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 abstract 1
- PEBCFRXIHWVYAJ-UHFFFAOYSA-N 4-(4-nitroanilino)benzene-1,2-diol Chemical compound [N+](=O)([O-])C1=CC=C(C=C1)NC=1C=CC(=C(C1)O)O PEBCFRXIHWVYAJ-UHFFFAOYSA-N 0.000 abstract 1
- ODVBBZFQPGORMJ-UHFFFAOYSA-N 4-nitrobenzylamine Chemical compound NCC1=CC=C([N+]([O-])=O)C=C1 ODVBBZFQPGORMJ-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salts Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002366 halogen compounds Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C215/76—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring
- C07C215/82—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the amino groups further bound to a carbon atom of another six-membered aromatic ring
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI46329D DE601996C (de) | 1933-01-21 | 1933-01-21 | Verfahren zur Darstellung von Kondensationsprodukten aus Phloroglucin und primaeren aromatischen Aminen |
| DEI48483D DE613516C (de) | 1933-01-21 | 1933-12-02 | Verfahren zur Darstellung von Kondensationsprodukten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB415945A true GB415945A (en) | 1934-09-06 |
Family
ID=25943635
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2181/34A Expired GB415945A (en) | 1933-01-21 | 1934-01-22 | Manufacture of condensation products from phloroglucinol and aromatic amines |
| GB34699/34A Expired GB448242A (en) | 1933-01-21 | 1934-12-03 | Manufacture of condensation products |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB34699/34A Expired GB448242A (en) | 1933-01-21 | 1934-12-03 | Manufacture of condensation products |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE613516A (enrdf_load_stackoverflow) |
| DE (2) | DE601996C (enrdf_load_stackoverflow) |
| FR (2) | FR45499E (enrdf_load_stackoverflow) |
| GB (2) | GB415945A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5113018A (en) * | 1989-06-16 | 1992-05-12 | Mitsui Petrochemical Industries, Ltd. | Method of producing n-alkylaminophenols |
| GB2358867A (en) * | 2000-02-03 | 2001-08-08 | Clive Stephen Delmonte | Three dimensional benzenoid polymer compositions |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2850391A1 (de) * | 1978-11-21 | 1980-06-04 | Bayer Ag | Verfahren zur herstellung von hydroxy- diphenylaminen |
-
0
- FR FR767500D patent/FR767500A/fr not_active Expired
- BE BE613516D patent/BE613516A/xx unknown
-
1933
- 1933-01-21 DE DEI46329D patent/DE601996C/de not_active Expired
- 1933-12-02 DE DEI48483D patent/DE613516C/de not_active Expired
-
1934
- 1934-01-22 GB GB2181/34A patent/GB415945A/en not_active Expired
- 1934-12-03 FR FR45499D patent/FR45499E/fr not_active Expired
- 1934-12-03 GB GB34699/34A patent/GB448242A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5113018A (en) * | 1989-06-16 | 1992-05-12 | Mitsui Petrochemical Industries, Ltd. | Method of producing n-alkylaminophenols |
| GB2358867A (en) * | 2000-02-03 | 2001-08-08 | Clive Stephen Delmonte | Three dimensional benzenoid polymer compositions |
| GB2358867B (en) * | 2000-02-03 | 2004-03-24 | Clive Stephen Delmonte | Three dimensional benzenoid polymer compositions and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE601996C (de) | 1934-08-29 |
| FR767500A (enrdf_load_stackoverflow) | 1934-07-17 |
| GB448242A (en) | 1936-06-03 |
| FR45499E (fr) | 1935-09-12 |
| BE613516A (enrdf_load_stackoverflow) | |
| DE613516C (de) | 1935-05-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB415945A (en) | Manufacture of condensation products from phloroglucinol and aromatic amines | |
| US2194926A (en) | Mono-nitro-benzene compound and the manufacture thereof | |
| US2014522A (en) | Manufacture of azoxy-arylamines | |
| GB862396A (en) | A method for the preparation of hydrazine derivatives of phosphoric and thiophosphoric acids | |
| US1982661A (en) | Fluorinated arylamides | |
| US2165747A (en) | Method of preparing secondary aryl amines | |
| US2731474A (en) | Hydroxytetrahydrocarbazoles | |
| US2161524A (en) | Dihydrobenzocarbazole compounds | |
| US2083962A (en) | Process for the manufacture of amino and nitro derivatives | |
| US2102104A (en) | Manufacture of isatin derivatives | |
| US2005571A (en) | N[para-(beta-naphthyl-amino) phenyl] morpholine and its production | |
| US2119891A (en) | Nitrosamines | |
| US1807682A (en) | Diazotization of aminq carbazgle and its derivatives | |
| US2013182A (en) | Process of preparing it | |
| US2044083A (en) | Aminohydroquinone-di-(beta-hydroxyethyl) ether and method of producing same | |
| US2090438A (en) | Hydroxybenzofluorenones and process of making same | |
| US2069039A (en) | Arylamino-hydroxybenzenes | |
| US2041716A (en) | Amino-ortho-nitro-aryl-thiocarboxylic acids, and process of preparing same | |
| US1754390A (en) | New derivatives of 2.3-hydroxy-naphthoic acid and process of making same | |
| US2090603A (en) | Condensation products of | |
| US1911085A (en) | Process of manufacturing thiazoles | |
| US1817957A (en) | 2.3 hydroxynaphthyl-arylketones | |
| US2041838A (en) | 1-(beta-hydroxyethylamino)-5-naphthol and process of preparing same | |
| US1754098A (en) | Josef hallee | |
| US2039390A (en) | Preparation of monoalkylnaphthylamines |