Chloro acetyl chloride

Neither the oxide nor the amidine function are in fact required for activity. Treatment of the oxime, 7, with chloro-acetyl chloride in the presence of sodium hydroxide proceeds directly to the benzodiazepine ring system (14)(the hydroxyl ion presumably fulfills a role analogous to methylamine in the above rearrangement). Reduction of the N-oxide function of 14 leads to diazepam (15). ... 

Amidation of N-(2-carboxyphenyl)anthranilic acid (532) gave the 2,2 -dicarbamoyldiphenylamines (533), which were then cyclized with chloro-acetyl chloride to the quinazolino[l,2-a]quinazolines (534) (81JOC1571). 

Al-Thebeiti and El-Zohary [101] have reported an efficient synthesis of a new series of spiroazetidin-2-one derivatives incorporated with quinazoline (Scheme 30). 3-Amino-2-methyl-3//-quinazolin-4-one 117 was treated with cyclic ketones 118 to afford the corresponding cycloalkylidene-3-aminoquinazolinone derivatives 119 in good yields. The reaction of the compounds 119 with chloro-acetyl chloride in the presence of triethylamine as a catalyst yielded the spiroaz-etidin-2-ones 120. 

The ortho-t-amino function can interfere in otherwise well documented reactions. Thus the /3-lactams 119 from interaction of imines 118 and chloro-acetyl chloride/triethylamine react further to give spiro derivatives 120 by... 

Amino-5-methylisoxazole 21 reacted with chloro acetyl chloride in dry benzene and in the presence of triethylamine to afford N-l-(5-methyl-3-isoxazolyl)-2-chloroacetamide 22. Compound 22 reacted with resorcinol and anhydrous K2CO3 in Dimethyl formamide (DMF) at ambient temperature to produce 2-(3-hydroxyphenol)-N-(5-methyl-3-isoxazolyl)acet-amides 23. Then 23 reacted with a /1-ketoester in the presence of catalytic amount of CoPy2Cl2 to furnish isoxazolylcoumarins 24 in high to excellent yields (80-95%) (Scheme 13) (101JC532). 

In 194l the CWS erected a modern plant with a rated capacity of one ton of CN per day. This became the sole CWS plant in 1943 when the old 1922 plant was dismantled. The manufacture of chloroacetophenone involved three steps the production of monochloroacetic acid, the chlorination of the acid to chloroacetyl chloride, and condensation of chloro-acetyl chloride with benzene in the presence of a catalyst. The CWS was aware of another method that was potentially capable of being adapted to large-scale manufacture, the chlorination of acetophenone. If this could be... 

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