2,2-dimethyl-1,3-oxazolidine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: oxazolidinylethyl acrylate; 3-(gamma-methacryl-oxypropyl)-tetrahydro-1,3-oxazine; 3-( beta-methlacryloxyethyl)-2, 2-penta-methylene-oxazolidine; 3-(beta-methacryloxyethyl-2-methyl-2-propyloxazolidine; N-2-(2-acryloxyethoxy)ethyl-oxazolidine; N-2-(2-methacryloxyethoxy)ethyl-oxazolidine; N-2-(2-methacryloxyethoxy)ethyl-5-methyl-oxazolidine; N-2-(2-acryloxyethoxy)ethyl-5-methyl-oxazolidine; 3-[2-(2-methacryloxyethoxy)ethyl)]-2,2-penta-methylene-oxazolidine; 3-[2-(2-methacryloxyethoxy)ethyl)]-2,2-dimethyloxazolidine; 3-[2-(methacryloxyethoxy)ethyl]-2-phenyl-oxazolidine; 2-isopropenyl-2-oxazoline.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: oxazolidinylethyl acrylate; 3-(gamma-methacryl-oxypropyl)-tetrahydro-1,3-oxazine; 3-(beta -methacryloxyethyl)-2,2-penta-methylene-oxazolidine; 3-(beta-methacryloxyethyl-2-methyl-2-propyloxazolidine; N-2-(2-acryloxyethoxy)ethyl-oxazolidine; N-2-(2-methacryloxyethoxy)ethyl-oxazolidine; N-2-(2-methacryloxyethoxy)ethyl-5-methyl-oxazolidine; N-2-(2-acryloxyethoxy)ethyl-5-methyl-oxazolidine; 3-[2-(2-methacryloxyethoxy)ethyl)]-2,2-penta-methylene-oxazolidine; 3-[2-(2-methacryloxyethoxy)ethyl)]-2,2-dimethyloxazolidine; 3-[2-(methacryloxyethoxy)ethyl]-2-phenyl-oxazolidine; 2-isopropenyl-2-oxazoline.

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: While cooling and stirring, 20 g. (0.20 mole) of 2,2-dimethyloxazolidine (preparation described by E. Bergmann et. al., J. Am. Chem. Soc. 75, 358 (1953)) was added to a solution of 15.2 g. (0.20 mole) carbon disulfide in 150 g. pyridine. To the stirring solution was added 18.3 g. (0.10 mole) of anhydrous zinc acetate at 25°-30°C. After standing overnight at room temperature, filtration gave 15.2 g. of the crude product; vacuum-concentration of the filtrate and ethanol-dilution of the residue gave an additional 10.4 g. After combining and vacuum-drying of the crude product at 100°C there was obtained 17.8 g. of the desired carbodithioate melting at 188°- 190°C (decomp.). A small sample, dissolved in hot chloroform and precipitated by hexane (m. 192°- 3°C decomp.) had the following analysis: Found: C, 34.22; H, 4.47; N, 6.84; Zn, 15.20%. Calcd for C12H20N2O2S 4 Zn: C, 34.50; H, 4.79; N, 6.71; Zn, 15.67%. While cooling To the stirring solution was added 18.3 g at 25°-30°C filtration gave 15.2 g vacuum-drying of the crude product at 100°C there was obtained 17.8 g precipitated by hexane (m. 192°- 3°C decomp.)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: While cooling and stirring, 20 g. (0.20 mole) of 2,2-dimethyloxazolidine (preparation described by E. Bergmann et. al., J. Am. Chem. Soc. 75, 358 (1953)) was added to a solution of 15.2 g. (0.20 mole) carbon disulfide in 150 g. pyridine. To the stirring solution was added 18.3 g. (0.10 mole) of anhydrous zinc acetate at 25°-30°C. After standing overnight at room temperature, filtration gave 15.2 g. of the crude product; vacuum-concentration of the filtrate and ethanol-dilution of the residue gave an additional 10.4 g. After combining and vacuum-drying of the crude product at 100°C there was obtained 17.8 g. of the desired carbodithioate melting at 188°- 190°C (decomp.). A small sample, dissolved in hot chloroform and precipitated by hexane (m. 192°- 3°C decomp.) had the following analysis: Found: C, 34.22; H, 4.47; N, 6.84; Zn, 15.20%. Calcd for C12H20N2O2S 4 Zn: C, 34.50; H, 4.79; N, 6.71; Zn, 15.67%. While cooling To the stirring solution was added 18.3 g at 25°-30°C filtration gave 15.2 g vacuum-drying of the crude product at 100°C there was obtained 17.8 g precipitated by hexane (m. 192°- 3°C decomp.)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Sixteen and one-half milliliters of a benzene solution containing 4.6 g. of 2,2-dimethyl oxazolidine was added to 50 ml. of benzene and 4.1 g. of triethylamine. To this mixture 6 g. of n-heptanoyl chloride was added dropwise with stirring and cooling in an ice bath. The mixture was poured into water and the benzene layer extracted, dried over magnesium sulfate and the benzene removed under vacuum. Yield was 7.5 g. of an oil, nD30 = 1.4598. cooling in an ice bath the benzene layer extracted dried over magnesium sulfate the benzene removed under vacuum

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Five and one-tenth grams of 2,2-dimethyl oxazolidine dissolved in 50 ml. of benzene was treated with 5.5 g. of triethylamine and 7.4 g. of dichloroacetyl chloride was added dropwise with stirring and cooling in an ice bath. The mixture was poured into water, the benzene solution separated, dried over anhydrous magnesium sulfate and the solvent stripped under vacuum. The product was a waxy solid which had a melting point of 113°-115°C. on recrystallization from diethyl ether. cooling in an ice bath the benzene solution separated dried over anhydrous magnesium sulfate on recrystallization from diethyl ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a cold (-10°) solution of 202 g (2.0 moles) of triethylamine and 360 g (1.27 moles) of 2,2-dimethyloxazolidine[(prepared by the method of E. Bergman, J.A.C.S. 75, 358 (1953)] in 1 liter of ether was added 152g (2.0 moles) of carbon disulfide over a period of 15 minutes. Solids formed during the additional one hour of stirring at -10° to 6°. The mixture was then filtered; the solids were washed with 2 × 250 ml of ether and were air-dried for 20 minutes to obtain 347g of the pale yellow, solid triethylammonium bis(2,2-dimethyl-3-oxazolidinecarbodithioate. Solids formed during the additional one hour The mixture was then filtered the solids were washed with 2 × 250 ml of ether were air-dried for 20 minutes

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a cold (-10°) solution of 202 g (2.0 moles) of triethylamine and 360 g (1.27 moles) of 2,2-dimethyloxazolidine[(prepared by the method of E. Bergman, J.A.C.S. 75, 358 (1953)] in 1 liter of ether was added 152g (2.0 moles) of carbon disulfide over a period of 15 minutes. Solids formed during the additional one hour of stirring at -10° to 6°. The mixture was then filtered; the solids were washed with 2 × 250 ml of ether and were air-dried for 20 minutes to obtain 347g of the pale yellow, solid triethylammonium bis(2,2-dimethyl-3-oxazolidinecarbodithioate. Solids formed during the additional one hour The mixture was then filtered the solids were washed with 2 × 250 ml of ether were air-dried for 20 minutes