Proton nmr (CDC13) 5.13 (s, 2 H, CH20N02), 4.75 (d, JHf = 17.0 Hz, 2 H, FCCH2-), and 4.48 (s, 2 H, CH2); fluorine nmr 109.4 (poorly resolved triplet).Acknowledgment. -The author wishes to thank Dr. K. Baum for useful discussion.Registry 2, (2-fluoro-2,2dinitroethoxy)acetaldehyde, 40696-31-9; l-(2-fluoro-2,2-dinitroethoxy)-2,3-propanediol, 40696-32-0; periodic acid, 10450-60-9;(2-fluoro-2,2-dmitroethoxy)acetaldoxime, 40696-33-1; hydroxylamine hydrochloride, 5470-11-1; sodium acetate, 127-09-3; bis-(2-fluoro-2,2-dinitroethyl) ether, 30290-64-3; 2-chloro-2,2-dinitroethyl 2-fluoro-2,2-dinitroethyl ether, 40696-35-3; methyl vinyl ketone, 78-94-4; 3-2-fluoro-2,2-dinitroethyl glycidyl ether, 40696-32-0; l,3-bis(2-fluoro-2,2-dinitroethoxy)acetone, 40696-41-1;1,3-bis (2-fluoro-2,2-dinitroethoxy )acetone oxime, 40696-42-2; 2-fluoro-2,2-dinitroethyl propargyl ether, 40696-43-3; 2-fluoro-2,2-dinitroethyl-2,3-dibromoallyl ether, 40696-44-4; bromine, 7726-95-6; (2-fluoro-2,2-dinitroethoxy)acetone, 25172-32-1; l-chloro-3-(2-fluoro-2,2-dinitroethoxy)-2-propanol, 40696-46- 40696-47-7; hydrobromic acid, 10035-10-6; l-iodo-3-(2-fluoro-2,2dinitroethoxy)-2-propanol, 40696-48-8; hydriodic acid, 10034-85-2; 1-(2-fluoro-2,2-dinitroethoxy )-3-nitrato-2-propanol, 40696-49-9; nitric acid, 7697-37-2; 3-(2-fluoro-2,2-dinitroethoxy)-2hydroxy-l-propyl pivalate, 40696-50-2; 3-(2-fluoro-2,2-dinitroethoxy)-!,2-propanediol, 40696-32-0; pyridine, 110-86-1; 1chloro-3-(2-fluoro-2,2-dinitroethoxy)acetone, 40696-52-4; 3-(2fluoro-2,2-dinitroethoxy)-2-oxo-l-propyl pivalate, 40696-53-5; 1-(2-fluoro-2,2-dinitroethoxy)-3-nitratoacetone, 40696-54-6.

Three methods for the preparation of N‐substituted 2H‐3,1‐benzoxazine‐2,4(1H)diones (isatoic anhydrides) (1) utilizing 2‐chloro‐, 2‐nitrobenzoic acids and N‐unsubstituted isatoic anhydrides as starting materials, are described.

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On treatment of N-substituted isatoic anhydrides with 2-methylmercaptoimidazolines, 10-substituted imidazo[2,1-b]quinazolin-5(10H)-ones are obtained. Several members of this class exhibited pronounced broncholytic activity. The structure-activity relationships (based on results obtained in the guinea pig histamine aerosol test) of these nonsympathomimetic bronchodilators are discussed. In addition, the detailed pharmacological evaluation of two analogs found to be five to ten times more active than theophyline as bronchodilators without having central nervous system or cardiovascular side effects is described.

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