I2O BIBLIOGRAPHY OF 



HANTZSCH, A., 1890. 



Ber 23, 2339-2342; J. Chem. Soc. 58* 1238. 



Halogen Derivatives of Acetoacetic Ester. 



The action of thiocarbamid and thioacetamid on the halogen 

 derivatives of acetoacetic ester are used to distinguish between the 

 and Y positions for the halogen thus : 



CH 2 Br HS CH-S 



II II I 



CO + C-(NH 2 orCH 3 )= C C-(NH 2 orCH 3 ) 



I S I \ // 



CO 2 RCH 2 HN CO 2 R- CH 2 N 



which is amido- or methyl- thiazylacetic ester and 



CO 2 R-CHBr HS CO 2 RC-S 



II II I 



CH 3 CO + C-(NH 2 orCH 3 )= CH 3 C C-(NH 2 or CH 3 ). 



^ \ // 



HN N 



Bromin acting on acetoacetic ester gives the y product but when 

 cupracetoacetic ester is treated with bromin the a product is obtained. 

 Chlorin acting on acetoacetic ester gives the a product. Methyl-ethyl- 

 thiazole, 



CH-S 



II I 



C v C-CH 3 , 



l\ ^ 

 C 2 H 5 N 



was produced from methyl-brotn-acetoacetic ester showing it to be the 

 7 product and trimethyl-thiazole, 



CH 3 -C S 



II I 

 CH 3 C CCH 3 , 



\/l 



N 



was produced from methyl-chlor-acetoacetic ester showing it to be the 

 a derivative. 



