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Dehydration of amides to nitriles

6 real reactions from the literature, on amides. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Amide dehydration to nitrile: fumaramide with P2O5; Δ gives fumaronitrile.

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 4, p. 486
  2. Amide dehydration to nitrile: isobutyramide with P2O5; Δ gives isobutyronitrile.

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 3, p. 493
  3. Amide dehydration to nitrile: nicotinamide with P2O5; Δ gives 3-cyanopyridine (the nitrile).

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 4, p. 706
  4. Amide dehydration to nitrile: cyanoacetamide with PCl5, Δ gives malononitrile.

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 2, p. 379
  5. Amide dehydration to nitrile: cyanoacetamide with POCl3, Δ; ethylene dichloride gives malononitrile.

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 3, p. 535
  6. Amide dehydration to nitrile: chloroacetamide with P2O5, Δ; trimethylbenzene gives chloroacetonitrile.

    Amide dehydration to nitrileOrg. Synth. Coll. Vol. 4, p. 144