GB633977A - Improvements in or relating to the preparation of chlorinated dinitrobenzenes - Google Patents
Improvements in or relating to the preparation of chlorinated dinitrobenzenesInfo
- Publication number
- GB633977A GB633977A GB28379/47A GB2837947A GB633977A GB 633977 A GB633977 A GB 633977A GB 28379/47 A GB28379/47 A GB 28379/47A GB 2837947 A GB2837947 A GB 2837947A GB 633977 A GB633977 A GB 633977A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- prepared
- dinitro
- dinitrobenzenes
- chlorinated
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Chlorinated dinitrobenzenes of the formula <FORM:0633977/IV (b)/1> are prepared by treatment of the corresponding dinitrophenol with phosphorus oxychloride or pentachloride in the presence of a suitable tertiary base, where R is hydrogen, alkyl, nitro, acylamino, -CHO, -COOX, or -CH2CH2. COOX, where X is hydrogen or an alkyl group containing not more than 4 carbon atoms, e.g. methyl and ethyl. The base is aliphatic, partly aromatic, or one in which the nitrogen is part of a ring, e.g. trimethylamine, pyridine, and particularly diethylaniline. An inert diluent, e.g. benzene, may be used. With bases other than diethylaniline, the amount used should not exceed 1.25 mols. In examples: (1), (4) and (5), 4-chloro-3 : 5-dinitrobenzaldehyde is prepared from 4-hydroxy-3 : 5-dinitrobenzaldehyde under various conditions. The following are prepared from the corresponding hydroxyl compound: (2) ethyl 4-chloro-3 : 5-dinitro-dihydrocinnamate; (3) 4-chloro-3 : 5-dinitro-toluene; (6) picryl chloride; (7) 4-chloro-3 : 5-dinitro-t.-butylbenzene; (8) 4-chloro-3 : 5-dinitrobenzoic acid; and (9) 4-chloro-3 : 5-dinitroacetanilide. 4-Hydroxy 3 : 5-dinitroacetanilide is prepared by the hydrogenation (palladium catalyst) of p-nitrophenol in acetic acid-acetic anhydride to give 4-hydroxyacetanilide, which is then nitrated.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28379/47A GB633977A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of chlorinated dinitrobenzenes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28379/47A GB633977A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of chlorinated dinitrobenzenes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB633977A true GB633977A (en) | 1949-12-30 |
Family
ID=10274718
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28379/47A Expired GB633977A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of chlorinated dinitrobenzenes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB633977A (en) |
-
1947
- 1947-10-23 GB GB28379/47A patent/GB633977A/en not_active Expired
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