Ethylenediamine → 2-(3-Chloro-2-ethyl-6-fluoro-benzyl)-4,5-dihydro-1H-imidazole

HRID 254570Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([CH:9]=[C:10](Br)Br)[C:3]=1[CH2:13][CH3:14].[CH2:15]([NH2:18])[CH2:16][NH2:17]>>[Cl:1][C:2]1[C:3]([CH2:13][CH3:14])=[C:4]([C:5]([F:8])=[CH:6][CH:7]=1)[CH2:9][C:10]1[NH:17][CH2:16][CH2:15][N:18]=1

Participants

Reactant 2

HCID 3301Ethylenediamine

HCID 589517981-Chloro-3-(2,2-dibromo-vinyl)-2-ethyl-4-fluoro-benzene

Product 1

HCID 247798502-(3-Chloro-2-ethyl-6-fluoro-benzyl)-4,5-dihydro-1H-imidazole

Procedure

2-(3-Chloro-2-ethyl-6-fluoro-benzyl)-4,5-dihydro-1H-imidazole was prepared from 1-chloro-3-(2,2-dibromo-vinyl)-2-ethyl-4-fluoro-benzene and ethylenediamine in analogy to Example 1e): yellow crystals; MS (ISP): 243.3 ([M+H]+, 30%), 241.2 ([M+H]+, 100%).

Sources & evidence

ORD record: ord-4a5f4a20acc348a3ba3572a006da0004
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875645B2

Reaction notes

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