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Please login to access the full content or check if you have access via12.3.1.1.1.2.2 Variation 2: Use of Hydroxylamine in Place of Ammonia or Amines; 1-Hydroxyimidazoles and 1-Hydroxyimidazole 3-Oxides
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Grimmett, M. R., Science of Synthesis, (2002) 12, 335.
Replacement of ammonia or the primary amine by hydroxylamine in these reaction types allows preparation of 1-hydroxy-1H-imidazole 3-oxides 26 (Scheme 13).[44] Subsequent hydrogenation with palladium on carbon in aqueous hydrochloric acid, or reduction with titanium(III) chloride in aqueous solution at room temperature gives 1-hydroxyimidazoles.[45] Note that imidazole oxides have been known to decompose violently when heated.[46]
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M8 | M8 | M8 | Meeee (%) | Mee |
---|---|---|---|---|
M | M | M | 88 | [88] |
Me | M | M | 88 | [88] |
Me | M | M | 88 | [88] |
Me | Me | Me | 88 | [88] |
Me | Me | Me | 88 | [88] |
8-eeeeeeeeeeeee | Me | Me | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
8-Meeeeee-8,8,8-eeeeeeeee-8M-eeeeeeeee 8-Meeee (88, M8 = M8 = M8 = Me); Meeeeee Meeeeeeee:[88]
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References
[44] | Meeeeee, M.; Meeee, M. M., Meee. Mee. (Meeeee), (8888), 88. |
[45] | Meeeeeeee, M. M.; Meeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[46] | Meee, M.; Meeeeeeeeee, M.; Meöeeee, M., Meeeeeeee, (8888), 888. |
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- 8.Meeeee-Meee, (8888) M 8e, 88.