Nitro benzoyl chloride

A viable iron carbonyl-mediated reduction process converts acid chlorides and bromoalkanes into aldehydes [3, 6]. Yields are high, with the exception of nitro-benzoyl chloride, and the procedure is generally applicable for the synthesis of alkyl, aryl and a,(i-unsaturated aldehydes from the acid chlorides. The reduction proceeds via the initial formation of the acyl iron complex, followed by hydride transfer and extrusion of the aldehyde (cf. Chapter 8). 

The treatment has been extended to dioxan/water and dioxan/alcohol mixtures, where the concentration of self-associated alcohol has to be calculated from activity coefficient data. It was found that alcoholysis of 4-nitro-benzoyl chloride in ether and dioxan can be accounted for solely on the grounds of specific solvation, but in the case of acetone some of the reaction proceeds by a mechanism without specific solvation, possibly due to dielectric solvation of the transition state. Table 24 shows the relative reactivities of associated alcohol in several solvents. Hudson et al.l72b propose that in carbon tetrachloride the smallest associate is probably the trimer whereas in the ethers the corresponding associate has an open structure, viz. 

B is( p-ni trobenzoylperoxy)-di cyclobexylp epoxide, C26H26N20)2. This compd, probably expl, is not described in the literature, but it seems, that it may be prepd by treating bis(l-hydroperoxy-cyclohexyl)-peroxide in pyridine with p-nitro-benzoyl chloride... 

C7H4N202 619-24-9) see Tazanolast A -(4-nitrobenzoyl)-(S-alanine (CmHl0N2O5 59642-21-6) see Balsalazide sodium p-nitro benzoyl chloride... 

Both p-nitro benzoyl chloride and 3,5-dinitrobenzoyl chloride react with phenols, best in pyridine solution, to yield crystalline p-nitrobenzoates and 3,5-dinitrobenzoates respectively ... 

Pentaerythritol Nitrobenzoates Trinitrate. Ortho-Nitrobenzoate. C12H12N4O13,mw 420.24, N 13.3%, OB to CO2 -64.8% a solid, mp 94—5° prepd by the action of o-nitro-benzoyl chloride on Petrin in pyridine, yield 64% (Ref 3)... 

Unnatural N-aryl dipeptides can be easily obtained using our procedure direct acylation of a-aminoacid esters with nitro-benzoyl chlorides followed by reductive alkylation leads to the preparation of derivatives of methyl prolinate 1 and methyl valinate 2 (Table 3). A small but significant diastereoisomeric excess (d.e.) of 20-30% is measured by NMR. Optimisation of the reaction conditions as well as of the nature of the inductor may generate better d.e.. These... 

The acylation of the metal chelates of /3-diketones has been studied quite extensively. In early work on the benzoylation of acetylacetone chelates, C-acylation as well as O-acylation was reported to occur (47,156), and a recent study on the benzoylation of dibenzoylmethane chelates confirmed this (153). In an investigation of the reaction of m- or p-nitro-benzoyl chloride with the copper(II) chelate of acetylacetone, it was found that on shaking the reactants together in CHC13 for 12-24 hours at room temperature a triketone was obtained together with a precipitate of cupric chloride. The triketone could be converted to a /3-diketone by treatment with aqueous ammonia followed by acidification with HC1 (20) ... 

For the preparation of o- and p-nitroacetophenone by direct oximation of o- and -ethyl-nitrobenzene see page 430,213 and for synthesis by the malonic ester route from o- and p-nitro-benzoyl chloride see reference 214. 

Acetophenone possesses the properties characteristic of aromatic compounds. When heated with dilute nitric acid it is oxidized to benzoic acid with concentrated nitric acid nitro derivatives are formed. The chief product of nitration is m-nitro-acetophenone a small proportion of the ortho compound is also formed. p-Nitroacetophenone can be prepared from p-nitro-benzoyl chloride and acetoacetic ester. 

ETHYL BUTYL ESTER, 37, 34 METHYLENE-, DIETHYL ESTER, 38, 22 Malonic ester, acylation by o-nitro-benzoyl chloride, 30, 70 ethoxymagnesium derivative, solution of, 30, 70 37, 20 Malonic ester syntheses, 30, 7 Malononitrile, 37, S3 Malonyl dichloride, 33, 20 Mandelic acid, 36, 3 -bromo-, 35, 11... 

Benzoyl chloride, methoxy- Benzoyl chloride, 4-methoxy-. See p-Anisoyl chloride Benzoyl chloride, 3-nitro- Benzoyl chloride, m-nitro-. See m-Nitrobenzoyl chloride N-Benzoyl-N-(3-chloro-4-fluorophenyl)-DL-alanine 1-methylethyl ester. SeeFlamprop-isopropyl... 

Synonyms Benzoyl chloride, 3-nitro- Benzoyl chloride, m-nitro- 3-Nitrobenzoic acid, chloride 3-Nitrobenzoyl chloride... 

Acylpyran-2,4-diones. A mixture of 6-methyl-2H-pyran-2,4 (3H) -dione, m-nitro-benzoyl chloride, and trifluoroacetic acid refluxed 1.5-2 hrs. until HGl-vapors cease to be evolved -> 3-m-nitrobenzoyl-6-methyl-2H-pyran-2,4(3H)-dione. Y 99%. F. e. s. L. L. Woods and P. A. Dix, J. Org. Ghem. 26, 2588 (1961). 

Kinetic studies of the alcoholysis of /3,/3-dimethylacryloyl chloride (49) with 14 alcohols in benzene at a reactant ratio of 1 1 have shown that the reaction probably proceeds via a charge-transfer complex. Reaction rates at high pressures (200, 500 and 1000 bar) of the reaction between a series of quinolines and benzoyl chloride in MeCN have been determined, together with those with 4-methyl- and 4-nitro-benzoyl chloride. Rate constants increased with increasing pressure, and it was concluded that those reactions proceed via an associative 5 n2 mechanism. ... 

Preparation by diazotization of 3-amino-4 -chlorobenzo-phenone (SM), followed by hydrolysis of the diazonium salt obtained (81%) [900], (84%) [634]. SM was obtained by Friedel-Crafls acylation of chlorobenzene with m-nitro-benzoyl chloride, followed by reduction of the resulting 4-chloro-3 -nitrobenzophenone [900]. 

Preparation by reaction of 5-hydroxy-2-nitro-benzoyl chloride with tris(trimethylsilyl) derivative of phloroglucmol in the presence of stannic chloride (or titanium tetrachloride or aluminium chloride) in reflnxing methylene chloride for 2 h [921],... 

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