Sodium Hydride and Alkyl Halides

1949 ◽  
Vol 71 (5) ◽  
pp. 1863-1864 ◽  
Author(s):  
Stanley J. Cristol ◽  
James W. Ragsdale ◽  
John S. Meek
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides

The N-Alkylation of Sulfoximines

1986 ◽  
Vol 39 (10) ◽  
pp. 1655 ◽  
Author(s):  
B Raguse ◽  
DD Ridley
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides ◽  
Optimal Temperature ◽  
Temperature Conditions

Reactions of sulfoximines with sodium hydride in dimethylformamide, then with a variety of alkyl halides afford N- alkylsulfoximines. Generally yields are in excess of 60% under optimal temperature conditions (60�).

scholarly journals 2-Phenitidine derivatives as suitable inhibitors of butyrylcholinesterase

2013 ◽  
Vol 49 (1) ◽  
pp. 127-133
Author(s):  
Muhammad Athar Abbasi ◽  
Aziz-ur-Rehman ◽  
Muhammad Zahid Qureshi ◽  
Farhan Mehmood Khan ◽  
Khalid Mohmmed Khan ◽  
...  
Keyword(s):  
Infrared Spectroscopy ◽  
Benzoyl Chloride ◽  
Acetyl Chloride ◽  
Sulfonyl Chloride ◽  
Sodium Hydride ◽  
Alkyl Halides ◽  
H Nmr ◽  
Derivatives Of

This manuscript reports the synthesis of a series of N-substituted derivatives of 2-phenitidine. First, the reaction of 2-phenitidine (1) with benzene sulfonyl chloride (2) yielded N-(2-ethoxyphenyl) benzenesulfonamide (3), which further on treatment with sodium hydride and alkyl halides (4a-g) furnished into new sulfonamides (5a-g). Second, the phenitidine reacted with benzoyl chloride (6) and acetyl chloride (8) to yield the reported N-benzoyl phenitidine (7) and N-acetyl phenitidine (9), respectively. These derivatives were characterized by infrared spectroscopy, ¹H-NMR, and EI-MS, and then screened against acetylcholinesterase, butylcholinesterase, and lipoxygenase enzyme, and were found to be potent inhibitors of butyrylcholinesterase alone.

scholarly journals Direct Etherification of Alkyl Halides by Sodium Hydride in the Presence of N,N-Dimethylformamide

Synlett ◽  
2007 ◽  
Vol 2007 (17) ◽  
pp. e2-e2
Author(s):  
Young Jung ◽  
Cheng Jin ◽  
Ho Lee ◽  
Sang Lee ◽  
In Kim
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides

Direct Etherification of Alkyl Halides by Sodium Hydride in the Presence of N,N-Dimethylformamide

Synlett ◽  
2007 ◽  
Vol 2007 (17) ◽  
pp. 2695-2698 ◽  
Author(s):  
Young Jung ◽  
Cheng Jin ◽  
Ho Lee ◽  
Sang Lee ◽  
In Kim
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides

5'-O-Alkyl-5-fluorouridines: Synthesis and biological activity

1987 ◽  
Vol 52 (6) ◽  
pp. 1589-1608 ◽  
Author(s):  
Antonín Holý ◽  
Joachim König ◽  
Jiří Veselý ◽  
Dieter Cech ◽  
Ivan Votruba ◽  
...  
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides ◽  
Leukemic Cells ◽  
Elemental Fluorine ◽  
Subsequent Hydrolysis ◽  
Vesicular Stomatitis ◽  
L 1210 Leukemia ◽  
Derivatives Of ◽  
Allyl Derivative ◽  
Tin Tetrachloride

Methyl 2,3-O-isopropylidene-D-ribofuranoside (IV) was alkylated with alkyl halides in the presence of sodium hydride and the products were transformed by acid hydrolysis and glycosylation into methyl 5-O-alkyl-D-ribofuranosides VII. Benzoylation of VII followed by acetolysis afforded 1-O-acetyl-2,3-di-O-benzoyl-5-O-alkyl-D-ribofuranoses IX which on reaction with 2,4-bis(trimethylsilyloxy)pyrimidine in the presence of tin tetrachloride in acetonitrile and subsequent hydrolysis gave 5'-O-alkyl-2',3'-di-O-benzoyluridines XIa-XIe. Methanolysis of compounds XI furnished 5'-O-alkyluridines III. The 5-O-allyl derivative XII was hydroxylated in the presence OsO4 and transformed further to 5'-O-(RS)-(2,3-dihydroxypropyl)uridine (IIIg) and its tetrabenzoate XVI. Compounds XI and XVI on reaction with elemental fluorine in acetic acid afforded benzoyl derivatives of 5'-O-alkyl-5-fluorouridines XVIIa-XVIIe and XIX which were methanolyzed to give 5'-O-alkyl-5-fluorouridines II. This procedure afforded 5'-O-methyl (IIa), ethyl (IIb), n-butyl (IIc), n-hexyl (IId), n-octyl (IIe), and (RS)-(2,3-dihydroxypropyl) (IIf) derivatives of 5-fluorouridine. None of the compounds II exhibited antibacterial effect on Escherichia coli B or antiviral activity against HSV-1, HSV-2, vaccinia virus or vesicular stomatitis viruses. Compounds IIc,d,e suppressed the growth of L 1210 mice leukemic cells at concentrations of 10-5 to 10-6 mol l-1; the 5'-O-n-butyl derivative IIc has the highest activity (ID50 2·8 μmol l-1) but does not prolong the life span of L 1210 leukemia bearing mice following repeated daily doses of 80 mg/kg.

Reaction of 2-(4'-Thiazolyl)benzimidazole (thiabendazole) with alkyl halides

1971 ◽  
Vol 24 (9) ◽  
pp. 1873 ◽  
Author(s):  
JA Maynard ◽  
ID Rae ◽  
D Rash ◽  
JM Swan
Keyword(s):  
Alkyl Halide ◽  
Sodium Hydride ◽  
Alkyl Halides ◽  
Benzimidazole Ring ◽  
Ring Systems ◽  
Quaternary Salts ◽  
Spectroscopic Examination

2-(4?-Thiazolyl)benzimidazole (thiabendazole) is alkylated at a benzimidazole nitrogen by reaction with sodium hydride and an alkyl halide. With 1,3-dibromo-propane and 1,2-dibromoethane, the thiazole nitrogen is also alkylated to give quaternary salts containing the 6,7- dihydro-5H-thiazolo[3?,4?:1.2][1,4]diazepino-[8,9-a]benzimidazole and 5,6-dihydrothiazolo[3?,4?:1,2]pyrazino[7,8-a]benzimidazole ring systems respectively. The structures proposed for these tetracyclic products are supported by spectroscopic examination of the products formed by alkali fission of their thiazole rings.

ChemInform Abstract: Direct Etherification of Alkyl Halides by Sodium Hydride in the Presence of N,N-Dimethylformamide.

ChemInform ◽  
2008 ◽  
Vol 39 (9) ◽  
Author(s):  
Cheng Hua Jin ◽  
Ho Young Lee ◽  
Sang Hwi Lee ◽  
In Su Kim ◽  
Young Hoon Jung
Keyword(s):  
Sodium Hydride ◽  
Alkyl Halides

Vitamin B12-based elimination of alkyl halides

2020 ◽  
Author(s):  
Julian West ◽  
Alexandros S Pollatos ◽  
Radha Bam
Keyword(s):  
Vitamin B12 ◽  
Alkyl Halides
Sign in / Sign up

Export Citation Format

Share Document