Synthesis of acetophenone semicarbazone

Preparation of acetophenone semicarbazone

Preparation of acetophenone semicarbazone

Preparation of acetophenone semicarbazone

A solution of 5 g of semicarbazide hydrochloride in 5 ml of water is added to 20 ml of cold pyridine containing 5 g of acetophenone. The semicarbazone separates almost immediately in a high state of purity. A second crop may be obtained by diluting the mother liquor with water. The product is easily crystallised from aqueous alcohol. Yield almost theoretical. Soluble in alcohol, acetic acid or hot benzene, sparingly soluble in water. m.p. 198° C.

Systematic organic chemistry, by W. M. Cumming, 292, 1937.

IUPAC Name

[(Z)-1-phenylethylideneamino]urea

InChI

InChI=1S/C9H11N3O/c1-7(11-12-9(10)13)8-5-3-2-4-6-8/h2-6H,1H3,(H3,10,12,13)/b11-7-

InChI Key

CPXYGYOMIMOSCX-XFFZJAGNSA-N

Canonical SMILES

CC(=NNC(=O)N)C1=CC=CC=C1

Isomeric SMILES

C/C(=N/NC(=O)N)/C1=CC=CC=C1

Depositor-Supplied Synonyms

Acetophenone semicarbazone, ACETOPHENONE, SEMICARBAZONE, [(Z)-1-phenylethylideneamino]urea, NSC 21616, SBB023883, 2-(1-Phenylethylidene)hydrazinecarboxamide, AI3-16976, Hydrazinecarboxamide, 2-(1-phenylethylidene)-, 1-Phenylethanone semicarbazone, (E)-(1-phenylethylidene)aminourea, NSC625221, 2-(1-phenylethylidene)-1-hydrazinecarboxamide, AC1NSXEC, (Z)-1-(1-PHENYLETHYLIDENE)SEMICARBAZIDE, WLN: ZVMNUY1&R, ZINC6005, MolPort-000-894-394, NSC21616, NSC-21616, ZINC00006005, AKOS000313691, AJ-08261, CJ-00108, LS-13722, OR044923, OR247713, V4666, N-((1Z)-2-phenyl-1-azaprop-1-enyl)aminoamide, Hydrazinecarboxamide, 2-(1-phenylethylidene)- (9CI)

Removed Synonyms

CID5371921, 2492-30-0

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