4,5-Dimethyl-1,2-phenylenediamine → (R)-N-(5,6-Dimethylbenzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine

HRID 16561

Reaction equation

HRID 16561 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.[N:11]([C@H:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16][CH2:15]1)=[C:12]=S>>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[N:9]=[C:12]([NH:11][C@H:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][CH2:16][CH2:15]3)[NH:10][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 766354,5-Dimethyl-1,2-phenylenediamineHCID 24946216(R)-1-isothiocyanato-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 11652226(R)-N-(5,6-Dimethylbenzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine

Procedure

The title compound was prepared from 4,5-dimethylphenylenediamine and (R)-l-isothiocyanato-1,2,3,4-tetrahydronaphthalene by Procedure D. The title compound was isolated by column chromatography as the free base (solid, mp 121-124° C.). MS(ES+) m/z 292 ([M+1]+, 100).

Sources & evidence

ORD record
ord-dad6b99b1e534901ae53ca3c06261cc2
Source dataset
uspto-grants-2010_06
Patent number
US07737167B2

Linked notes

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