BROMACETIC ETHYL ETHER ON SULPHIDE OF METHYL. 621 
glycocoll is formed as a first product, diglycol- and triglycol- amidic acids 
subsequently — 
CH, CH,CO,C,H 
(1.) cn fs EF OHLGOLOsEe In nae? NEES OEE « 
CH,CO,C.H _ CH,CO,C,H 
2.) Gr ts ie CHO; O:Fin. te cHco. Car +8 Moisi 
1) CH,CO,H 
(1.) HUN. CHLCOR ae HON + HI. 
HS H 
CH,CO,H CH,CO,H 
(2.) ACN a CRLCOME Y= cHc0,H bx Sabu 
H H 
CH,CO,H CH,CO,H 
PeciLcOH NS. CILCOHT = CH.CO, SN + HI. 
H CH,CO,H 
It is almost superfluous to remark that the iodide of trimethyl-sulphine, 
observed as a product of the reaction, owes its formation to the action of the 
iodide of methyl on the excess of sulphide of methyl taken ; just as in the 
case of the action of ammonia on bromacetic or iodacetic acids, bromide or 
iodide of ammonium is produced by the action of the hydriodic or hydrobromic 
acid on the excess of ammonia taken. 
The above reaction is one of many in which sulphide of methyl plays a similar 
part to that of a tertiary monamine or ammonia. The formation of the sul- 
phine and thetine compounds are amongst these, as also the action of sulphide 
of methyl on iodide of acetyl, which gives rise to the formation of thiacetate and 
iodide of methyl.* 
CH;—CO.I + (CH,),S = CH,—CO—(SCH,) + CH,I. 
This reaction being strictly comparable with that which occurs when ammonia 
acts on iodide of acetyl— 
CH,—CO.I + H,N = CH,—CO—(NH,) + HI. 
I may observe in conclusion that up to the present time I have not been 
able to satisfactorily explain the separation of a certain quantity of free iodine 
which always occurs when iodacetic ethyl ether and sulphide of methyl react 
on each other.* 
Action of Bromacetic Ethyl Ether on Sulphide of Methyl.—Having ascertained 
| that iodacetic ethyl ether forms no addition product with sulphide of methyl, 
* Canours, “Comptes Rendus,” lxxxi. (1875) 1164. 
