Réaction #4586

Équation de réaction

benzoyl chloride

monosodium cyanamide

→

2

Rendement 89.7%

Benzoylcyanamide

Rendement 89.7%

Solvants

diethyl ether

ether

Conditions de réaction

Traitement

1. 1
   Autrethe pale yellow solid which formed
2. 2
   Autrewas collected
3. 3
   workup.DISSOLUTIONdissolved in water
4. 4
   AutreOn acidification of the solution to pH 1, a precipitate formed which
5. 5
   Autrewas collected
6. 6
   Autrerecrystallized from ethyl acetate (EtOAc)/petroleum ether (30-60° C)

Mode opératoire

Benzoylcyanamide was prepared by the addition of benzoyl chloride (6.33 g, 0.045 mol) in 100 ml of diethyl ether to a suspension of monosodium cyanamide (5.76 g, 0.090 mol) in 100 ml of ether at 4° C. The reaction was stirred overnight at room temperature and the pale yellow solid which formed was collected and dissolved in water. On acidification of the solution to pH 1, a precipitate formed which was collected and recrystallized from ethyl acetate (EtOAc)/petroleum ether (30-60° C) to give 2 (5.89 g, 89.7% yield), mp 140°-142° C. [reported mp 139°-140° C⟧ Anal. Calcd for C8H6H2O: C, 65.75; H, 4.11; N, 19.18. Found: C, 65.79; H, 4.35; N, 19.04.

Source