o-Tolylhydrazine → (cis)-4-(3,4-Dimethoxyphenyl)-2-(2-methylphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

HRID 1871393Notes

Reaction equation

HRID 1871393 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][NH2:9].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([C:20]2[C@H:29]3[C@H:24]([CH2:25][CH2:26][CH2:27][CH2:28]3)[C:23](=[O:30])N(CCO)N=2)[CH:15]=[CH:16][C:17]=1[O:18][CH3:19]>>[CH3:10][O:11][C:12]1[CH:13]=[C:14]([C:20]2[C@H:29]3[C@H:24]([CH2:25][CH:26]=[CH:27][CH2:28]3)[C:23](=[O:30])[N:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[CH3:1])[N:9]=2)[CH:15]=[CH:16][C:17]=1[O:18][CH3:19]

Participants

3

Reactant 2

HCID 68256o-TolylhydrazineHCID 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 70003709(cis)-4-(3,4-Dimethoxyphenyl)-2-(2-methylphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Procedure

Prepared from compound C (see starting compounds) and 2-methylphenylhydrazine as described for compound 35. Crystallization from methanol. M.p. 144°-145° C.

Workup

  1. customCrystallization from methanol

Sources & evidence

ORD record
ord-42717089f368479082badbae132316ef
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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