M Nitrobenzoyl chloride

B. m-Nitrobenzazide. In a 2-1. round-bottomed flask fitted with an efficient mechanical stirrer is placed a solution of 78 g. (1.2 moles) of commercial sodium azide in 500 ml. of water (Note 3). The flask is surrounded by a water bath kept at 20-25°. The stirrer is started, and over a period of about 1 hour a solution of 185.5 g. (1 mole) of m-nitrobenzoyl chloride in 300 ml. of acetone (previously dried over anhydrous potassium carbonate) is added from a dropping funnel. wz-Nitrobenzazide separates at once as a white precipitate. Stirring is continued for 30 minutes after the addition is complete then 500 ml. of water is added and the reaction mixture stirred for an additional 30 minutes. The azide is separated on a suction filter, washed with water, and dried in the air. The yield of crude product, m.p. 68°, is 189 g. (98%) (Note 4). It may be recrystallized from a mixture of equal parts of benzene and ligroin (b.p. 100-140°), when the temperature is kept below 50° (Note 5). The product thus obtained consists of almost colorless crystals, m.p. 68-69° (Note 6), the recovery being 80-90% (Note 7). 

A. m-Nitrobenzoyl chloride. In a 1-1. round-bottomed flask are placed 200 g. (1.2 moles) of crude sw-nitrobenzoic acid 2 and 500 g. (300 ml., 4.2 moles) of thionyl choride (Note 1). The flask is fitted (ground-glass joint) with a reflux condenser carrying a... 

The catalyst system consists of (PhCN)2PdCl2 and a phosphine or amine cocatalyst. The cocatalyst is necessary for the reaction, except in the case of the most reactive acid chlorides, such as trimellitic anhydride acid chloride or m-nitrobenzoyl chloride. Although both phosphine and amine cocatalysts are effective in the system, greater reaction rates are observed with phosphines. The reaction does not proceed in the same manner for aliphatic acid chlorides. 

In order to achieve the correct orientation in m-nitrobenzoyl chloride, oxidation of the methyl group must precede nitration. 

Meta-Nitrobenzoate. A solid, mp 102-3° prepd the same way as the ortho isomer using m-nitrobenzoyl chloride, yield 71% (Ref 3). Impact sensy with a 2kg wt, no explns at 175cm... 

This is the condensation product of 3-amino-4-piperidinophenylarsinic acid and m-nitrobenzoyl chloride, the operation being conducted in sodium hydroxide solution. It separates in flattened prisms when its solution in concentrated hydrochloric acid is diluted with water. It crystallises from boiling acetic acid in spiked rods. The calcium and barium satis are precipitated by adding the corresponding chloride to an ammoniacal solution of the acid. 

Munch-Petersen prepared m-nitrobenzazide by adding m-nitrobenzoyl chloride in acetone dropwise to a stirred solution of sodium azide in water. The azide separates... 

The 3-amldo analogs were examined in more detail and other Isomers were prepared as shown in Table IV. The benzylamido analog was prepared from the benzylamino compound V which in turn was easily made from m-nitrobenzaldehyde as shown. The various amides, including the barbituramlde 66, were prepared from m-nitrobenzoyl chloride. PCA testing of these various analogs clearly showed a decrease in activity when the amine function is displaced from the aromatic ring (see Scheme II.)... 

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... 

Direct black 38 Direct blue 6 m-Nitrobenzoyl chloride... 

Methylthio) benzaldehyde 4-(Methylthio) benzaldehyde 2-(Methylthio) benzonitrile 4-(Methylthio) benzonitrile Neodecanoic acid Neoheptanoic acid Neopentanoic acid Niacinamide o-Nitroanisole m-Nitrobenzoyl chloride... 

Preparation by Friedel-Crafts acylation of bromobenzene with m-nitrobenzoyl chloride, reduction of the obtained 4-bromo-3 -nitrobenzophenone and diazotization of the resulting 3-amino-4 -bromobenzophenone, followed by hydrolysis of the diazonium salt [900]. 

Also obtained by reaction of m-nitrobenzoyl chloride with anisole in the presence of aluminium chloride in refluxing carbon disulfide for 2 h (16%) [959], In this reaction, 4-methoxy-3 -nitrobenzophenone was the major product. 

Preparation by acylation of phenetole with m-nitrobenzoyl chloride in ethyl ether in the presence of alumininm chloride, then dealkylation of the 4-ethoxy-3 -nitrobenzophenone so formed with the same catalyst [141], in boiling carbon disulfide (60-70°) for 8 h [619] according to [139]. Preparation by Fries rearrangement of phenyl m-nitrobenzoate with alumininm chloride [897] without solvent at 120° or at 160° for 2 h (32%) [958]. 

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