1,2-Diamino-3,5-bis(trifluoromethyl)benzene → N-[5,7-Bis(trifluoromethyl)benzimidazol-2-yl]-1,2,3,4-tetrahydro-1-naphthylamine

HRID 16559

Reaction equation

HRID 16559 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[C:4]([NH2:14])=[C:5]([NH2:13])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[N:17]([CH:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH2:22][CH2:21]1)=[C:18]=S>>[F:10][C:9]([F:12])([F:11])[C:7]1[CH:8]=[C:3]([C:2]([F:15])([F:16])[F:1])[C:4]2[N:14]=[C:18]([NH:17][CH:20]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22][CH2:21]3)[NH:13][C:5]=2[CH:6]=1

Participants

3

Reactant 2

HCID 27732141,2-Diamino-3,5-bis(trifluoromethyl)benzeneHCID 213934781-Isothiocyanato-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 11603683N-[5,7-Bis(trifluoromethyl)benzimidazol-2-yl]-1,2,3,4-tetrahydro-1-naphthylamine

Procedure

The title compound was prepared from 3,5-bis(trifluoromethyl)-1,2-diaminobenzene and 1-isothiocyanato-1,2,3,4-tetrahydronaphthalene by Procedure D. The title compound was isolated by column chromatography as the free base and as a mixture of enantiomers (solid, dec. >240° C.). MS(ES+) m/z 400 ([M+1]+, 100).

Sources & evidence

ORD record
ord-eed1159a40e24904984eac4e15d275ed
Source dataset
uspto-grants-2010_06
Patent number
US07737167B2

Linked notes

Loading…