1-Carbamido- (VIII), 1-diethylamino- (IX), or 1-benzylamino- (X) 2-phenylsulfamido- butyl propionate. General methodology. 3,5 g (0.01 mol) of carbamide, or 3,2 g (0.01mol) of 1-
chloro-2-
phenylsulfamidobutyl propionate (comp.1) or 1,5 g (0.11 mol) of triethylamine was dis-
solved in 50 ml. ethanol. It was boiled with stirring for 4-5 hours. It was cooled, filtered, half the
volume of alcohol was distilled off and cooled to -5–-8 ° C. Precipitated crystals were filtered off
and recrystallized from ethanol
1-Chlorine-2-hydroxybutylpropionate (XI). 16.6 g (0.13 mol) of butyl ether of acrylic acid
and 34.8 g (0.13 mol) of N-chlorine-N-sodiumbenzenesulfamide were dissolved in 70 mol of water.
15 g of concentrated chlorohydric acid was added drop by drop to the mixture at such a rate so that
temperature of the reaction mixture does not exceed 50
0
C. After supplying chlorohydric acid the
mixture was mixed for 30 minutes at room temperature. Then it was heated at 88-90
0
С for an hour.
The mixture was cooled; the residue was filtered, washed with 60 mol of benzene. Filtrate was was-
hed with water, benzene was distilled, and the residue was fractionated under vacuum.
Obtained 16.9 g (71.2%).
,
.
MR
D
: found - 43.3, calculated - 42.5.
Found, %: Cl 14.6, C
6
H
13
O
3
Cl, calculated 14.8.
1-chlorine-2-butoxybutylpropianate (XII). 21.4 g (0.08 mol) of chloramine-B and 14.4 g
(0.08 mol) butylacrylate were dissolved in 50 ml of butanol. While mixing 15 ml of concentrated
chlorohydric acid was added slowly drop by drop. Mixing was continued at room temperature for 6
hours. Then the residue was filtered (benzenesulfamide, Т
melt
155-156
о
С). The solvent was distilled
in waterjet pump. After distillation of butanol the residue was distilled under vacuum (115-118
о
C /
15mmHg).
