4-Methoxybenzohydrazide → HCID 178491626, compound

HRID 29812

Reaction equation

HRID 29812 reaction equation
[Na].Cl.[C:3](=[NH:8])(OCC)[CH3:4].[CH3:9][O:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([NH:17][NH2:18])=[O:16])=[CH:13][CH:12]=1>C(O)C>[NH:8]=[C:3]([NH:18][NH:17][C:15](=[O:16])[C:14]1[CH:13]=[CH:12][C:11]([O:10][CH3:9])=[CH:20][CH:19]=1)[CH3:4]

Participants

5

Reactant 3

HCID 767924-MethoxybenzohydrazideHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 5360545Sodium

Product 1

HCID 178491626HCID 178491626, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4.6 g (0.20 mol) sodium in 200 mL ethanol are combined at ambient temperature with a solution of 25 g (0.20 mol) ethyl acetimidate hydrochloride in 200 mL ethanol. The sodium chloride precipitated is suction filtered and 33.2 g (0.20 mol) 4-methoxybenzoic acid hydrazide are added to the filtrate. The reaction mixture is stirred overnight at ambient temperature and then cooled. The precipitate formed is separated off and washed with ethanol and diethyl ether. Yield: 33.6 g (81%); melting range=179-181° C.

Workup

  1. customThe sodium chloride precipitated
  2. filtrationfiltered
  3. temperaturecooled
  4. customThe precipitate formed
  5. customis separated off
  6. washwashed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-6ce67abe01174be09ba2b5676c9ac2f4
Source dataset
uspto-grants-2008_09
Patent number
US07423036B2

Linked notes

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