3-Hydrazinobenzoic acid → (cis)-3-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoic acid

HRID 1871397Notes

Reaction equation

HRID 1871397 reaction equation
[NH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])[NH2:2].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([C:22]2[C@H:31]3[C@H:26]([CH2:27][CH2:28][CH2:29][CH2:30]3)[C:25](=[O:32])N(CCO)N=2)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]>>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([C:22]2[C@H:31]3[C@H:26]([CH2:27][CH:28]=[CH:29][CH2:30]3)[C:25](=[O:32])[N:1]([C:3]3[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=3)[C:6]([OH:8])=[O:7])[N:2]=2)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

3

Reactant 2

HCID 27365213-Hydrazinobenzoic acidHCID 86755609(cis)-4-(3,4-Dimethoxyphenyl)-2-(2-hydroxy-1-ethyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 86755613(cis)-3-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoic acid

Procedure

Prepared from compound C and 3-hydrazinobenzoic acid as described for compound 35. Crystallized from ethyl acetate/petroleum ether (60°-80° C.). M.p. 185°-186° C.

Workup

  1. customCrystallized from ethyl acetate/petroleum ether (60°-80° C.)

Sources & evidence

ORD record
ord-ada981d3f98d4b83b201a8f4e0c72094
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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