2-Ethoxycarbonyl-5- 3- benzoyl

A 3-acetoxypropyl group was used to protect an aziridine — NH group during the synthesis of mitomycins A and C acetyl, benzoyl, ethoxycarbonyl, and methoxymethyl groups were unsatisfactory. ... 

Cyclization of methyl 2-[2-benzoyl-2-ethoxycarbonyl-l-vinyl)amino]-3-[(4-methyl-2-pyridyl)amino]acrylate (311) afforded the 3-amino-8-methyl-4//-pyrido[l,2-n]pyrimidin-4-one derivative 312 (97JHC1511). 

A Wittig-type reaction of iminophosphorane 995 with benzoyl and ethoxycarbonyl isocyanates gave (91T6747) thiadiazolotriazines 996, whereas reaction of 995 with aromatic isocyanates afforded 997. On the other hand, iminophosphorane 995 reacted with methyl and benzyl isothiocyanates to give 998. Reaction of 995 with acid chlorides gave 999 (88H1935). All these compounds display mesoionic or zwitter ionic character (Scheme 184). 

Ethyl 10-chloro-7-methyl-6-oxo-l lb-phenyl-5,6,7,1 lb-tetrahydroisoxazolo[2, 3- /][l,4]benzodiazepine-l-carboxylate (563) gave a separable mixture of 6-chloro-4-(2-ethoxycarbonyl-2-formyl-l-phenylvinyl)-l-methyl-3,4-dihy-dro-2(17/)-quinoxalinone (564), 4-(2-benzoyl-2-ethoxycarbonylvinyl)-6-chloro-1-methyl-3,4-dihydro-2(l//)-quinoxalinone (565), and 6-chloro-l-methyl-3,4-dihydro-2(l//)-quinoxalinone (567) (EtOH, reflux, 21 h 2%, 8%, and 20%, respectively, after separation structures 564 and 565 were... 

MethyM-cthoxycarbonyl-5-bcnzoyl-hydrazino-l //-pyrazole 274, prepared by reacting benzoyl chloride and 3-methyM-cthoxycarbonyl-5-bcnzoyl-hydrazino-l //-pyrazole hydrochloride 273, in the presence of pyridine in acetonitrile, has been cyclized with phosphoryl chloride in benzene or toluene to give 7-ethoxycarbonyl-6-methyl-3-phenyl-l //-pyrazolo[5,l -/ 1,2,4 triazolc 55. This compound has been also synthesized through cyclization of... 

In general, acyl azides are too unstable to survive at the temperatures required for addition to acetylenes, although benzoyl azide adds readily to ynamines in toluene. Ethoxycarbonyl azide also gives triazoles in good yield with ynamines. The azide adds to propargylic alcohols in boiling ethanol, and to acetylene at 100° under pressure. Addition to phenylacetylene and to electron-deficient acetylenes has been carried out at 130°. Oxazoles are also formed at this temperature by competing thermal decomposition of the azide, and addition of ethoxycarbonylnitrene to the acetylenes. The triazole obtained from phenylacetylene is 2-ethoxycarbonyl-4-phenyltriazole the two 1-ethoxycarbonyltriazoles can be isolated if the addition is carried out at 50° over several weeks. Since the IH- to -triazole isomerization takes place readily in these systems, a IH-structure cannot be assumed for a triazole formed by addition of these azides. 

The early use of aqueous potassium hydroxide in acetone for the acetylation and benzoylation of 3-nitrocarbazole using the acid chlorides has been subsequently repeated for the N-acetylation of 3,6-dinitrocarbazole with acetic anhydride, for the N-acetylation, ethoxycarbonylation, 4-fluorobenzoylation, and prop-2-ynoylation of 2-nitrocarbazole and for the methoxy- and ethoxycarbonylation of carbazole itself utilizing the chloroformate esters. 

Benzoyl-1-methyl-3-phenyl-5-trifluoromethyl- ElOb,. 550/551 (En-Ar + F3C-aziridine) 1-Benzyl-4-ethoxycarbonyl-.3-phenyl-3-trifluoromethyl- ElOb, 547 (KjC-en-COOR t RO-CH,-NR-CH,-SiR3) 1-Bcti7yl-4-cthoxycarbonyl-3-trifluoromcthyl- ElOb,. 547 (F,C-en-COR + RO-CH3-NR CH2 SiR3)... 

Azide addition to open-chain vinyl ethers results in different thermolysis products, depending on the azide and the enol ether employed. In Scheme 180, when R = benzoyl or ethoxycarbonyl, R2 = OR1 and R3 = H, imino ethers are obtained by alkoxyl migration along with minor amounts of azir-idine.269 525 However, when R = Ph and the carbons are fully substituted, the imine (108) is obtained apparently from the reversibility of the imine-diazo compound addition (Section IV,B,2) (Scheme 181).270... 

The 9-benzoyl- and 9-[(ethoxycarbonyl)carbonyl]tetrahydro-4//-pyrido[l,2-a]pyrimidin-4-ones also exhibit predominantly the 1,6,7,8-tetrahydro tautomeric forms in solution [85JHC593 89JCS(P2)1613]. 

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