Patent GB-921791-A (GB)
Title: New dyestuffs
Inventor: HALL FRANK
IPC: C09B62/447
Filed: 1960-01-21
Abstract: 4 - amino - o  - (N:N-diethylthiocarbamylthio)acetanilide hydrochloride is prepared by reacting sodium diethyldithiocarbamate with 4-nitro-o -chloroacetanilide to give 4-nitro-o -(N:N - diethylthiocarbamylthio)acetanilide reducing this with sodium hydrosulphite in ethanol and precipitating with hydrochloric acid. 4-amino-o -(benzthiazol-21-thio)acetanilide is prepared by condensing 2-mercaptobenzthiazole with 4-nitro-o -chloroacetanilide to give 4-nitro-o -(benzthiazol-21-thio)acetanilide which is reduced with hydrogen in the presence of Raney nickel.  4 - [o  - (N:N-diethylthiocarbamylthio)acetyl]aniline is prepared by reacting sodium diethyldithiocarbamate with 4-o -chloroacetylaniline and 4-[o -(benzthiazol-21-thio)acetyl]aniline is similarly prepared using 2-mercaptobenzthiazole.  3-amino - b  - (N:N-diethylthiocarbamylthio)propionanilide-4-sulphonic acid and 3-amino-b  - (benzthiazol - 21 - thio) - propionanilide-4-sulphonic acid are prepared by condensing 3-amino-b -chloropropionanilide-4-sulphonic acid with sodium diethyldithiocarbamate or 2-mercaptobenzthiazole.  Specifications 587,467, 712,037, 733,471, 740,533, 768,241, 774,819, 776,265, 779,781, 779,818, 787,986, 831,128, 858,183, 864,492, 870,047, 876,718, 881,737, 882,750, 885,681, 885,814 and 891,248 are referred to.ALSO:The invention comprises new dyes which contain attached to a carbon atom of an aryl ring at least one group of formula <FORM:0921791/IV(a)/1> wherein A is a substituted or unsubstituted alkylene radical, R is a hydrogen atom or a substituted or unsubstituted alkyl radical, X is -CO- or -SO2-, X is a substituted or unsubstituted heterocyclic radical, a hydrocarbon radical containing a nitro, cyano, carboxy or sulphonic acid group or a group of formula <FORM:0921791/IV(a)/2> , <FORM:0921791/IV(a)/3> wherein R1 is a substituted or unsubstituted hydrocarbon or heterocyclic radical, R2 is a hydrogen atom or a substituted or unsubstituted hydrocarbon or heterocyclic radical or R2 and R2 together form with the nitrogen atom a heterocyclic ring and m and n each represent 1 or 2 and may be the same or different.  Specified dyes are of the monoazo, polyazo, metallized azo, nitro, anthraquinone and phthalocyanine series.  The dyes may be prepared by reacting a dye containing, attached to a carbon atom of an aryl ring, at least one group of formula (a) <FORM:0921791/IV(a)/4> wherein T is a halogen atom, (b) <FORM:0921791/IV(a)/5> or (c) (CH2)n-1-SO2-CH2-CH2-O. wherein W is the residue of a mono- or polybasic acid, with a compound of formula D-S-Z wherein D is a hydrogen or alkali metal atom. In the case of azo dyestuffs, they may be prepared by the usual coupling procedure using suitably substituted components.  The dyes may be used to dye cellulose, wool, silk, polyamides, polyester, and polyacrylonitrile fibres and the cellulose fibres may be dyed in conjunction with an acid-binding agent, when the dyes are water-soluble.  Many suitable components and examples of preparation of the dyes are specified. Specifications 587,467, 712,037, 733,471, 740,533, 768,241, 774,819, 776,265, 779,781, 779,818, 787,986, 831,128, 858,183, 864,492, 870,047, 876,718, 881,737, 882,750, 885,681, 885,814, and 891,248 are referred to.