
TY  - JOUR
A1  - Cremlyn, RJW 
A1  - Martin, RA 
T1  - Some substituted ureidobenzenesulphonohydrazides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 2
SP  - 435
EP  - 440
KW  - 
UR  - https://doi.org/10.1071/CH9740435 
N2  - Chlorosulphonation of o-chlorophenyl and o-tolylurea afforded the corresponding 3-substituted 4-ureidobenzenesulphonyl chlorides (2). With m- and p-tolylurea low yields of sulphonyl chlorides were obtained. The m-isomer gave 2-methyl-4-ureidobenzenesulphonyl chloride, but n.m.r, studies indicated that the p-isomer afforded a mixture of mainly 2-methyl-5-ureido- and some 5-methyl-2-ureido-benzenesulphonyl chloride. The various sulphonyl chlorides have been converted intohydrazides, hydrazones and azides. 3-Methyl-4-ureidobenzenesulphonyl azide (11) undergoes pseudohalogen replacement of the azido group, on treatment with butylamine, to give the corresponding N-utylsulphonamide (12).  Attempts to obtain nitrene-insertion reactions by heating the azide (11) with naphthalene andanisole were unsuccessful. 
ER  -

