Hydrazine hydrate (1:1) → 6-(4'-Amino-3'-nitro-phenyl)-4,5-dihydro-3(2H)-pyridazinone

HRID 2398936Notes

Reaction equation

HRID 2398936 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH2:8][CH2:9][C:10](O)=[O:11])=O)=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].O.[NH2:19][NH2:20]>C(O)(=O)C>[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]2[CH2:8][CH2:9][C:10](=[O:11])[NH:19][N:20]=2)=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 214321703-(4-Amino-3-nitrobenzoyl)propionic acid

Product 1

HCID 221678336-(4'-Amino-3'-nitro-phenyl)-4,5-dihydro-3(2H)-pyridazinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

18.1 gm of 3-(4-amino-3-nitro-benzoyl)-propionic acid were reacted, as in Example 1a, with 18.1 gm of hydrazine hydrate in 200 ml of glacial acetic acid, yielding the desired compound which had a melting point above 330° C.

Sources & evidence

ORD record
ord-31c1fa915d2a4768acdddb67bc70a10f
Source dataset
uspto-grants-1977_05
Patent number
US04026891

Reaction notes

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