Hydrazine hydrate (1:1) → HCID 21450276, compound

HRID 1579299Notes

Reaction equation

HRID 1579299 reaction equation
C([NH:4][C:5]1[CH:6]=[CH:7][C:8]([O:19][CH2:20][CH:21]([OH:28])[CH2:22][NH:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[C:9]([CH:18]=1)[C:10]([CH2:12][CH2:13][C:14](OC)=[O:15])=O)(=O)C.O.[NH2:30][NH2:31]>>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:19][CH2:20][CH:21]([OH:28])[CH2:22][NH:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[C:9]([C:10]2[CH2:12][CH2:13][C:14](=[O:15])[NH:30][N:31]=2)[CH:18]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20309603HCID 20309603, compound

Product 1

HCID 21450276HCID 21450276, compound

Procedure

Methyl 3-[5-acetamido-2-(3-t-butylamino-2-hydroxypropoxy)benzoyl]propionate was hydrolysed by aqueous acid and the solution was neutralised and evaporated to dryness. 3-[5-Amino-2-(3-t-butylamino-2-hydroxypropoxy)benzoyl]propionic acid was extracted from the residue with hot ethanol and the combined extracts were evaporated to give the crude acid, which was cyclised by hydrazine hydrate as in Example 2(iv) to give 6-[5-amino-2(3-t-butylamino-2-hydroxypropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone.

Workup

  1. customevaporated to dryness
  2. extraction3-[5-Amino-2-(3-t-butylamino-2-hydroxypropoxy)benzoyl]propionic acid was extracted from the residue with hot ethanol
  3. customthe combined extracts were evaporated
  4. customto give the crude acid, which

Sources & evidence

ORD record
ord-ea32d4652d854f8aa96feee32bded2ed
Source dataset
uspto-grants-1976_01
Patent number
US03931177

Reaction notes

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