Phosphorus oxychloride → 2-chloro-6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzoimidazole

HRID 912819Notes

Reaction equation

HRID 912819 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[CH:14]=2)[C:6]2[NH:10][C:9](=O)[NH:8][C:7]=2[CH:12]=1.O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:9]1[NH:8][C:7]2[CH:12]=[C:3]([C:2]([F:23])([F:22])[F:1])[CH:4]=[C:5]([C:13]3[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[CH:14]=3)[C:6]=2[N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 116313296-(Trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 116388672-chloro-6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzoimidazole

Procedure

The benzoimidazol-2-one from step (a) above (1.1 g, 3.3 mmol) reacted with POCl3 under the conditions of Example 1c to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 350 (M+1).

Sources & evidence

ORD record
ord-7f244aed6c28400daefd5a8d2a9b175d
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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