3,4-Methylenedioxybenzoic acid hydrazide → HCID 70510198, compound

HRID 1263320Notes

Reaction equation

HRID 1263320 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:19])[CH2:14][CH2:15][C:16](Br)(Br)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2].[C:20]([NH:31][NH2:32])(=[O:30])[C:21]1[CH:29]=[CH:28][C:27]2[O:26][CH2:25][O:24][C:23]=2[CH:22]=1>N1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:19])[CH2:14][CH2:15][C:16](=[N:32][NH:31][C:20](=[O:30])[C:21]3[CH:29]=[CH:28][C:27]4[O:26][CH2:25][O:24][C:23]=4[CH:22]=3)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 891583,4-Methylenedioxybenzoic acid hydrazideHCID 54179519HCID 54179519, compound

Product 1

HCID 70510198HCID 70510198, compoundYield 24.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.0 g. (0.005 moles) of 9,9-dibromo-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester and 0.9 g. (0.005 moles) of piperonylic acid hydrazide are dissolved in 80 ml. of pyridine. The solution is allowed to stand for two days whereupon the solvent is distilled off in vacuo. To the residue 30 ml. of water are added. After a short standing the crystals are filtered off and recrystallized from methanol. 0.5 g. (24.2%) of 6-methyl-9-(3,4-methylenedioxybenzoylhydrazono)-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester are obtained, melting at 183° to 185° C.

Workup

  1. distillationis distilled off in vacuo
  2. additionof water are added
  3. filtrationare filtered off
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-90969dbad91347abb79317b7cb9f6e38
Source dataset
uspto-grants-1984_06
Patent number
US04456752

Reaction notes

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