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7- -6,7-dihydro reaction with Grignard reagents

In some instances a carbon-carbon bond can be formed with C-nucleophiles. For example, 3-carboxamido-6-methylpyridazine is produced from 3-iodo-6-methylpyridazine by treatment with potassium cyanide in aqueous ethanol and l,3-dimethyl-6-oxo-l,6-dihydro-pyridazine-4-carboxylic acid from 4-chloro-l,3-dimethylpyridazin-6-(lH)-one by reaction with a mixture of cuprous chloride and potassium cyanide. Chloro-substituted pyridazines react with Grignard reagents. For example, 3,4,6-trichloropyridazine reacts with f-butyl-magnesium chloride to give 4-t-butyl-3,5,6-trichloro-l,4-dihydropyridazine (120) and 4,5-di-t-butyl-3,6-dichloro-l,4-dihydropyridazine (121) and both are converted into 4-t-butyl-3,6-dichloropyridazine (122 Scheme 38). [Pg.28]

The reaction of the diamino compound (107) under several different nitration conditions led to the formation of 5-nitroamino-8-aminopyrazino[2,3-d]pyridazine exclusively (68JHC53). 5,8-Dimorpholino substituted pyrazino[2,3-d]pyridazines are known to react with Grignard reagents to give 3-substituted 3,4-dihydro derivatives (75CPB1488). The dimorpholino heterocycles are also known to react photochemically with alcohols and cyclic ethers in the presence of photosensitizers to give 3-substituted 3,4-dihydro derivatives (Scheme 3) (75CPB1500). [Pg.348]

Reaction of l,2,4-triazin-3-ones (84) with Grignard reagents affords mainly 4,5-dihydro-l,2,4-triazin-3-ones (150), but the isolation of 1,2,4-triazines or imidazole derivatives has also been reported <78HC(33)189, p. 247). [Pg.405]

Reaction of l,2,4-triazin-5-ones (151, 152) or 5-methoxy-l,2,4-triazines (156) with Grignard reagents afford, depending on the structure of the 1,2,4-triazine used, 1,2,4-triazines (153), 3,4-dihydro- (154), or 1,6-dihydro-1,2,4-triazin-5-ones (155) (73JHC559). [Pg.405]

The reaction of 1,3-disubstituted perhydropyrido[l,2-c][l,3]oxazines (69) and 7-(benzothiazol-l-yl)-6,7-dihydro-17/,3//,5//-pyrido[3,2,l-iy][3,l]benz-oxazine with Grignard reagents led to 2-(/V-substituted 2-piperidyl)ethanols (70) (50JA358 58CLY2081) and l-benzyl-4-(benzotriazol-l-yl)-8-hydroxy-methyl-l,2,3,4-tetrahydroquinoline (95JOC3993), respectively. [Pg.32]

The reaction of Grignard reagents with 2,4-dimorpholino-7-phenylpyrimido[4,5-r7]pyrimidine (8) leads to 4-substituted 5,7-dimorpholino-2-phenyl-3,4-dihydropyrimido[4,5-photochemical conditions, 2,4-dimorpholino-7-phenylpyrimido[4,5- f]pyrimidine (8) reacts with methanol or acetone to give the corresponding 3,4-dihydro derivative 10.63... [Pg.387]


See other pages where 7- -6,7-dihydro reaction with Grignard reagents is mentioned: [Pg.260]    [Pg.308]    [Pg.826]    [Pg.308]    [Pg.875]    [Pg.875]    [Pg.498]    [Pg.826]    [Pg.39]    [Pg.10]    [Pg.73]    [Pg.450]    [Pg.244]    [Pg.89]    [Pg.268]    [Pg.269]    [Pg.269]    [Pg.623]    [Pg.361]    [Pg.623]    [Pg.378]    [Pg.406]    [Pg.636]    [Pg.89]    [Pg.268]    [Pg.269]    [Pg.269]    [Pg.378]    [Pg.406]    [Pg.404]    [Pg.623]    [Pg.267]    [Pg.86]   
See also in sourсe #XX -- [ Pg.32 , Pg.70 ]

See also in sourсe #XX -- [ Pg.32 , Pg.70 ]




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Dihydro reactions

Grignard reagents reactions

Reaction with Grignard reagents

With Grignard Reagents

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