3,4-Diaminotoluene → (R)-N-(5-Methylbenzimidazol-2-y1)-1,2,3,4-tetrahydro-1-naphthylamine

HRID 16560

Reaction equation

HRID 16560 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH3:9])[CH:5]=[CH:6][C:7]=1[NH2:8].[N:10]([C@H:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15][CH2:14]1)=[C:11]=S>>[CH3:9][C:4]1[CH:5]=[CH:6][C:7]2[N:8]=[C:11]([NH:10][C@H:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH2:16][CH2:15][CH2:14]3)[NH:1][C:2]=2[CH:3]=1

Participants

3

Reactant 2

HCID 103323,4-DiaminotolueneHCID 24946216(R)-1-isothiocyanato-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 11507385(R)-N-(5-Methylbenzimidazol-2-y1)-1,2,3,4-tetrahydro-1-naphthylamine

Procedure

The title compound was prepared from 3,4-diaminotoluene and (R)-1-isothiocyanato-1,2,3,4-tetrahydronaphthalene by Procedure D. The title compound was isolated by column chromatography as the free base (off-white solid, mp 91-93° C.). MS(ES+) m/z 278 ([M+1]+, 100).

Sources & evidence

ORD record
ord-f4a78d4171934ed387cd23e251575514
Source dataset
uspto-grants-2010_06
Patent number
US07737167B2

Linked notes

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