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

HRID 596705Notes

Reaction equation

HRID 596705 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-08052a0529374c1dbe3902104020e73f
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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