e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Journal of heterocyclic chemistry

Pyrimidines. 7. A study of the chlorination of pyrimidines with phosphorus oxychloride in the presence of N, N??dimethylaniline

H Gershon, AT Grefig

Index: Gershon, Herman; Grefig, Anthony T. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 1161 - 1167

Full Text: HTML

Citation Number: 41

Abstract

Abstract The chlorination of 6-trifluoromethyluracils by phosphorus oxychloride in the presence of N, N-dimethylaniline was studied and compared with results obtained with 6- methyluracils. 6-Trifluoromethyluracil and its 5-chloro analog afforded moderate yields of the di-and trichloropyrimidines, accompanied by good yields of the 2-N-methylanilino by- products, after a 3-hour reaction time. After 24 hours, the 2-N-methylanilinopyrimidines ...

5-chloro-6-methyl-1H-pyrimidine-2,4-dione Structure

5-chloro-6-meth...

~%

2,5-dichloro-N,6-dimethyl-N-phenylpyrimidin-4-amine Structure

2,5-dichloro-N,...

Pyrimidine, 2,4,5-trichloro-6-methyl- Structure

Pyrimidine, 2,4...

N-Methylaniline Structure

N-Methylaniline

~30%

2,5-dichloro-N,6-dimethyl-N-phenylpyrimidin-4-amine Structure

2,5-dichloro-N,...

2,4(1H,3H)-Pyrimidinedione,5-chloro-6-(trifluoromethyl)- Structure

2,4(1H,3H)-Pyri...

~45%

N/A Structure

Pyrimidine,2,4,5-trichloro-6-(trifluoromethyl)- Structure

Pyrimidine,2,4,...

2,4(1H,3H)-Pyrimidinedione,5-chloro-6-(trifluoromethyl)- Structure

2,4(1H,3H)-Pyri...

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

~47%

N/A Structure

Pyrimidine,2,4,5-trichloro-6-(trifluoromethyl)- Structure

Pyrimidine,2,4,...

N/A Structure

~60%

6-methyl-2-(N-methylanilino)-1H-pyrimidin-4-one Structure

6-methyl-2-(N-m...

2-Chloro-4-methoxy-6-methylpyrimidine Structure

2-Chloro-4-meth...

~%

6-methyl-2-(N-methylanilino)-1H-pyrimidin-4-one Structure

6-methyl-2-(N-m...

N-Methylaniline Structure

N-Methylaniline

~%

6-methyl-2-(N-methylanilino)-1H-pyrimidin-4-one Structure

6-methyl-2-(N-m...

6-methyl-2-(N-methylanilino)-1H-pyrimidin-4-one Structure

6-methyl-2-(N-m...

~82%

4-chloro-N,6-dimethyl-N-phenylpyrimidin-2-amine Structure

4-chloro-N,6-di...

2-Chloro-4-methoxy-6-methylpyrimidine Structure

2-Chloro-4-meth...

~%

4-chloro-N,6-dimethyl-N-phenylpyrimidin-2-amine Structure

4-chloro-N,6-di...

N-Methylaniline Structure

N-Methylaniline

~%

4-chloro-N,6-dimethyl-N-phenylpyrimidin-2-amine Structure

4-chloro-N,6-di...

N/A Structure

~%

4-chloro-N,6-dimethyl-N-phenylpyrimidin-2-amine Structure

4-chloro-N,6-di...

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

6-Methyluracil Structure

~18%

2,4-Dichloro-6-methylpyrimidine Structure

2,4-Dichloro-6-...

2-chloro-N,6-dimethyl-N-phenylpyrimidin-4-amine Structure

2-chloro-N,6-di...

Detail

5-chloro-6-methyl-1H-pyrimidine-2,4-dione Structure

5-chloro-6-meth...

~80%

Pyrimidine, 2,4,5-trichloro-6-methyl- Structure

Pyrimidine, 2,4...

N/A Structure

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

5-chloro-6-methyl-1H-pyrimidine-2,4-dione Structure

5-chloro-6-meth...

~82%

Pyrimidine, 2,4,5-trichloro-6-methyl- Structure

Pyrimidine, 2,4...

N/A Structure

5-Chloro-2-methoxy-4-N-methylanilino-6-trifluoromethylpyrimidine Structure

5-Chloro-2-meth...

~97%

2,4(1H,3H)-Pyrimidinedione,5-chloro-6-(trifluoromethyl)- Structure

2,4(1H,3H)-Pyri...