Lithium amide reaction with, phosgene

Reactions.—Mono-A -alkylation of simple amides can be achieved by treatment of the corresponding amide methylols with trialkylaluminium reagents. Dipole-stabilized carbanions (166) can be formed from AW-dimethylbenzamides by treatment with s-butyl-lithium these react normally with a range of electrophiles leading to analogues of the N-methyl group. ° The little-studied A -ynamides (167) are accessible from secondary amides by sequential reaction with phosgene, a nucleophile, and potassium t-butoxide. ... 

Phosgene reacts, sometimes violently, with a large number of common inorganic (Chapter 9) and organic (Chapter 10) substances. Hazardous reactions with lithium, sodium, potassium, aluminium, lithium amide, hexa-2,4-diyn-l, 6-diol, propan-2-ol, and hexafluoropropene have been mentioned specifically [1787]. Mixtures of potassium and phosgene are reported to explode when subjected to shock [1913a]. In addition, phosgene... 

ARCTON (75-46-7) Violent reaction with alkaline earth and alkali metals. Reacts violently with aluminum oxide at elevated temperatures, producing hydrogen chloride and phosgene vapors. Incompatible with beryllium, decaborane, diborane, difluoromethylene dihypofluorite, fluorine, lithium, magnesium, potassium, potassium acetylene-1,2-dioxide, potassium acetylene-1,2-dioxide, potassium sodium alloy, sodium amide, titanium, uranium hydride, zinc. Attacks aluminum, magnesium, zinc, and their alloys. 

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