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

HRID 1871396Notes

Reaction equation

HRID 1871396 reaction equation
[NH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)[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]=[CH:5][C:6]([C:7]([OH:9])=[O:8])=[CH:10][CH:11]=3)[N:2]=2)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

3

Reactant 2

HCID 120894-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 86755612(cis)-4-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoic acid

Procedure

Prepared from compound C and 4-hydrazinobenzoic acid as described for compound 35. Purified by chromatography and crystallized from ethyl acetate. M.p. 198°-199° C.

Workup

  1. customPurified by chromatography
  2. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ef8a6174092248aa88d4b75a4077082f
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

Loading…