Cyano-carbamic acid

The product can be filtered off as a dark brown crystalline substance (Harvey, 19S9 Klopping, 1960 Littrell et al., 1967). They can also be synthesised by the reaction of calcium cyanamide with chloroformic acid alkyl ester and o-phenylene diamine (Adams and Schlatter, 1966 Toth et al., 1972 Burmakin et al., 1974), or by the reaction of alkyl cyano carbamates (25), produced by the treatment of cyanamide with chloroformic acid alkyl ester, with o-phenylene diamine (Adams and Schlatter, 1969), or by the reaction of cyanamide with alkyl mercaptan, chloroformic acid alkyl ester and o-phenylene diamine (Schlatter, 1970) ... 

Pharmacologically Active Compounds. - 2-Aryl-3-alkoxybenzo[Z)]thiophens have been shown to possess hypolipidemic activity. Alkyl and poly-halophenyl esters of benzo[ ] thiophen-3-carbamic acid show antibacterial and antifungal activities. Benzo[Z ]thiophen-3-sulphonamides show herbicidal activity. Derivatives of 2-cyano-3-hydroxybenzo[Z>] thiophen show sympatholytic activity. ... 

Carbamic acid, cyano-, methyl ester EINECS 244-548-0 Methyl cyanocarbamate. 

This part formula satisfactorily accoimts for the products from the Beckmann rearrangement of isonitrosovomicine (22). The cyano-carbamic lactone, CX, resulting from the action of thionyl chloride upon isonitrosovomicine, is hydrolyzed to norvomicinic acid (CXI). 

Synonyms Carbamic acid nitrile Carbonic acid diethylamide N-Cyanodimethylamine N-Cyano-N-methylmethanamine N,N-Dimethylcyanamide... 

An approach that was not very successful saw a carbamate isoasparagine derivative (1.236) converted to a nitrile via dehydration of the amide moiety. Removal of the protecting group gave 3-amino-3-cyano-propanoic acid (7.237). This approach was also used to prepare 4-amino-4-cyanobutanoic acid, but the yield of amino acid was again very poor. Introduction of a cyano group in this particular way does not appear to be a good synthetic procedure. 

Reaction of 9-fluoro-7-oxo-2,3-dihydro7H-pyrido[l,2,3-de][l,4]oxa-zine-6-carboxylate and ferf-butyl (2-mercaptoethyl)carbamate in DMSO at 100 °C for 5 h gave 9-[2-(ferc-butoxycarbonylamino)ethylthio] derivative (06WOP2006/050943). The iodo atom of 9-iodo-7-oxo-2,3-dihydro-7H-pyrido[l,2,3-de][l,4]oxazine-6-carboxylic acids was coupled with 4 -0-(2-allyloxyethyl)azithromicin in MeCONMe2 in the presence of Bu3N and fra s-di-g-acetato-bis[2-(di-o-tolylphosphino)benzyl]dipalladium(II) and di(ferf-butyl)-4-methylphenol at 110-115 °C for 15-17 h to give a mixture of 9-(3-substituted prop-1- and -2-enyl) derivatives (07WOP2007/ 054296). 10-methoxy and 10-cyano-3-hydroxymethyl-2,3-dihydro-5H-pyr-ido[l,2,3-de][l,4]benzoxazin-5-ones were obtained from 10-bromo derivative by reaction with NaOMe in the presence of Cu(I)I at 140 °C in DMF,... 

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