Thionyl Chloride → 4-Methoxycarbonyl-3-nitrobenzhydrazide

HRID 1881538Notes

Reaction equation

HRID 1881538 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[N+:14]([O-:16])=[O:15])=[O:4].S(Cl)(Cl)=O.O.[NH2:22][NH2:23]>>[N+:14]([C:6]1[CH:7]=[C:8]([C:9]([NH:22][NH2:23])=[O:10])[CH:12]=[CH:13][C:5]=1[C:3]([O:2][CH3:1])=[O:4])([O-:16])=[O:15]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 24654Hydrazine hydrate (1:1)HCID 985924-(Methoxycarbonyl)-3-nitrobenzoic acid

Product 1

HCID 669863564-Methoxycarbonyl-3-nitrobenzhydrazide

Procedure

From 4-methoxycarbonyl-3-nitrobenzoic acid, thionyl chloride and hydrazine monohydrate, 758 mg of the desired product was obtained in the same manner as in Reference Synthetic Example 39 as a white solid (yield 79%).

Sources & evidence

ORD record
ord-50098fa320cb458f8764c0f11e5e4c63
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

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