Aniline → 2-oxo-N-phenylpropanehydrazonoyl chloride

HRID 1720237Notes

Reaction equation

HRID 1720237 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:8]([O-])=O.[Na+].[Cl:12][CH:13](C(=O)C)[C:14](=[O:16])[CH3:15]>>[Cl:12][C:13](=[N:8][NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:14](=[O:16])[CH3:15]

Participants

4

Reactant 3

HCID 6115AnilineHCID 743283-Chloro-2,4-pentanedioneHCID 23668193Sodium Nitrite

Product 1

HCID 27715222-oxo-N-phenylpropanehydrazonoyl chlorideYield 40.3%

Procedure

The reaction of 10.55 g (0.113 mol)of aminobenzene with 13.2 g of sodium nitrite and 20 g of 3-chloro-2,4-pentanedione as in Example 1 yielded 8.95 g of 1-chloro-1-[(phenyl)hydrazono]-2-propanone, mp 132°-134° C.

Sources & evidence

ORD record
ord-0de9b627fbae4f3f99c769040638639e
Source dataset
uspto-grants-1996_04
Patent number
US05506228

Reaction notes

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