Phenylhydrazine → (cis)-4-(3,4-Dimethoxyphenyl)-2-phenyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

HRID 1871391Notes

Reaction equation

[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([C:19]2[C@H:28]3[C@H:23]([CH2:24][CH2:25][CH2:26][CH2:27]3)[C:22](=[O:29])N(CCO)N=2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]>>[CH3:9][O:10][C:11]1[CH:12]=[C:13]([C:19]2[C@H:28]3[C@H:23]([CH2:24][CH:25]=[CH:26][CH2:27]3)[C:22](=[O:29])[N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:8]=2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]

Participants

Reactant 2

HCID 7516Phenylhydrazine

HCID 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 11122019(cis)-4-(3,4-Dimethoxyphenyl)-2-phenyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Procedure

Prepared from compound C (see starting compounds) and phenylhydrazine as described for compound 35. Crystallized from diethyl ether. M.p. 134°-135° C.

Workup

customCrystallized from diethyl ether

Sources & evidence

ORD record: ord-d94861cd3e8f41169986f635587dee60
Source dataset: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06103718

Reaction notes

Loading…