GB720584A - 5-benzyloxy-ª,2-dinitrostyrenes and a process for their preparation - Google Patents
5-benzyloxy-ª,2-dinitrostyrenes and a process for their preparationInfo
- Publication number
- GB720584A GB720584A GB3760/53A GB376053A GB720584A GB 720584 A GB720584 A GB 720584A GB 3760/53 A GB3760/53 A GB 3760/53A GB 376053 A GB376053 A GB 376053A GB 720584 A GB720584 A GB 720584A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyloxy
- nitro
- prepared
- alcohol
- nitromethylbenzyl
- 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
-
- 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
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 5-benzyloxy-b ,2-dinitrostyrenes having the general formula <FORM:0720584/IV (b)/1> in which X is phenyl, halophenyl, lower alkylphenyl or lower alkoxyphenyl, Y is hydrogen, phenyl, halophenyl, lower alkylphenyl or lower alkoxyphenyl and R is hydrogen or lower alkyl. The compounds are prepared by treating a 5-benzyloxy - 2 - nitro - a - (1 - nitroalkyl - 1) benzyl alcohol of the formula <FORM:0720584/IV (b)/2> with a dehydrating agent, e.g. acetic anhydride with or without an alkali metal salt; potassium acid sulphate, oxalic acid, phthalic anhydride and phosphorus pentoxide and pyridine. The starting material may be prepared by the condensation of a 5-benzyloxy-2-nitrobenzaldehyde with a 1-nitroalkane in the presence of an alkali metal hydroxide. In examples (1) and (2) 5 - benzyloxy - 2 - nitro - a - nitromethylbenzyl alcohol (prepared by condensing 5-benzyloxy-2-nitrobenzaldehyde with nitromethane in the presence of potassium hydroxide and aqueous alcohol) is heated with anhydrous sodium acetate and acetic anhydride to yield 5-benzyloxy - b ,2 - dinitrostyrene; (3) 5 - benzyloxy - b ,2 - dinitro - b - methylstyrene is prepared similarly from 5 - benzyloxy - 2 - nitro - a - (1 - nitroethyl - 1) benzyl alcohol using acetic anhydride as dehydrating agent; (4) 5-benzyloxy - b ,2 - dinitro - b - ethylstyrene is prepared from 5 - benzyloxy - 2 - nitro - 2 - (1 - nitro - propyl - 1) benzyl alcohol using oxalic acid as dehydrating agent; (5) 5-(p,p1-dimethoxybenzhydryloxy) - b , 2 - dinitrostyrene is prepared by dehydrating 5 - (p,p1 - dimethoxybenzydryloxy) - 2 - nitro - a - nitromethylbenzyl alcohol; (6) 5 - benzhydryloxy - b ,2 - dinitrostyrene is prepared by dehydrating 5-benzhydryloxy-2-nitro - a - nitromethylbenzyl alcohol; (7) 5 - (p,p1 - dimethylbenzhydryloxy) - b ,2 - dinitrostyrene is prepared from 5 -(p,p - dimethylbenzhydryloxy) - 2 - nitro - a - nitromethylbenzyl alcohol; and (8) 5 - (p,p1 - dichlorobenzhydryloxy) - b ,2 - dinitrostyrene is prepared by dehydrating 5 - (p,p1 - dichlorobenzhydryloxy) 2 - nitro - a - nitromethylbenzyl alcohol with phthalic anhydride. Many other substituted 5-benzyloxy-b ,2-dinitrostyrenes of the above general formula are specified. p
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US720584XA | 1952-02-23 | 1952-02-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB720584A true GB720584A (en) | 1954-12-22 |
Family
ID=22105296
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3760/53A Expired GB720584A (en) | 1952-02-23 | 1953-02-10 | 5-benzyloxy-ª,2-dinitrostyrenes and a process for their preparation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB720584A (en) |
-
1953
- 1953-02-10 GB GB3760/53A patent/GB720584A/en not_active Expired
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