Hydrazine hydrate (1:1) → HCID 20309593, compound

HRID 1763340Notes

Reaction equation

HRID 1763340 reaction equation
[C:1]([NH:5][CH2:6][CH:7]([OH:26])[CH2:8][O:9][C:10]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:11]=1[C:12]([CH2:14][CH2:15][C:16](OC)=[O:17])=O)([CH3:4])([CH3:3])[CH3:2].O.[NH2:28][NH2:29]>>[C:1]([NH:5][CH2:6][CH:7]([OH:26])[CH2:8][O:9][C:10]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:11]=1[C:12]1[CH2:14][CH2:15][C:16](=[O:17])[NH:28][N:29]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20309482HCID 20309482, compound

Product 1

HCID 20309593HCID 20309593, compound

Procedure

Methyl 3-[2-(3-t-butylamino-2-hydroxypropoxy)-5-methoxybenzoyl]propionate was cyclised with hydrazine hydrate in a similar manner to that described in Example 2 (ii) to give 6-[2-(3-t-butylamino-2-hydroxypropoxy)-5-methoxyphenyl]-4,5-dihydro-3(2H)-pyridazinone (m.p. 127°-128° C). The hydrochloride, crystallised from methanolether, had m.p. 227°-229° C. (Found: C, 56.24; H, 7.24; Cl, 9.06; N, 10.75; C18H27N3O4.HCl requires: C, 56.03; H, 7.31; Cl, 9.19; N, 10.88%)

Sources & evidence

ORD record
ord-8a6bec05c5a941488542fab8259d5944
Source dataset
uspto-grants-1978_09
Patent number
US04111936

Reaction notes

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