1-Methyl-2-(propan-2-yl)-6-(trifluoromethyl)-1H-benzimidazole → 1-Methyl-5-nitro-2-(propan-2-yl)-6-(trifluoromethyl)-1H-benzimidazole

HRID 1288322Notes

Reaction equation

HRID 1288322 reaction equation
[CH:1]([C:4]1[N:8]([CH3:9])[C:7]2[CH:10]=[C:11]([C:14]([F:17])([F:16])[F:15])[CH:12]=[CH:13][C:6]=2[N:5]=1)([CH3:3])[CH3:2].C(C1N(CCCC)C2C=C(C(F)(F)F)C=CC=2N=1)(=O)CC(C)C.C1(C2N(C)C3C=C(C(F)F)C=CC=3N=2)CCC1.C1(C2N(CC)C3C=C(F)C=CC=3N=2)CC1.C(C1N(C)C2C=C(Br)C=CC=2N=1)C(C)C.C(C1N(CCCC)C2C=C(C(F)(F)F)C([N+:107]([O-:109])=[O:108])=CC=2N=1)(=O)CC(C)C.C1(C2N(C)C3C=C(C(F)F)C([N+]([O-])=O)=CC=3N=2)CCC1.C1(C2N(CC)C3C=C(C(F)(F)C(F)(F)F)C([N+]([O-])=O)=CC=3N=2)CC1.C(C1N(CCCCCC)C2C=C(C(F)(F)F)C([N+]([O-])=O)=CC=2N=1)(C)C.C(C1N(C)C2C=C(Br)C([N+]([O-])=O)=CC=2N=1)C(C)C>>[CH:1]([C:4]1[N:8]([CH3:9])[C:7]2[CH:10]=[C:11]([C:14]([F:16])([F:17])[F:15])[C:12]([N+:107]([O-:109])=[O:108])=[CH:13][C:6]=2[N:5]=1)([CH3:3])[CH3:2]

Participants

11

Reactant 10

HCID 215047021-Methyl-2-(propan-2-yl)-6-(trifluoromethyl)-1H-benzimidazoleHCID 21504703HCID 21504703, compoundHCID 21504704HCID 21504704, compoundHCID 21504707HCID 21504707, compoundHCID 21504710HCID 21504710, compoundHCID 21504713HCID 21504713, compoundHCID 21504714HCID 21504714, compoundHCID 21504716HCID 21504716, compoundHCID 21504718HCID 21504718, compoundHCID 21504723HCID 21504723, compound

Product 1

HCID 215047151-Methyl-5-nitro-2-(propan-2-yl)-6-(trifluoromethyl)-1H-benzimidazole

Procedure

In a similar manner by substituting for the 2-isopropyl-1-methyl-6-trifluoromethylbenzimidazole reactant of this example an equivalent quantity of: 2-isovaleryl-1-butyl-6-trifluoromethylbenzimidazole, 2-cyclobutyl-1-methyl-6-difluoromethylbenzimidazole, 2-cyclopropyl-1-ethyl-6-pentafluorothylbenzimidazole, 2-isopropyl-1-hexyl-4,6-ditrifluoromethylbenzimidazole, 2-cyclopropyl-1-ethyl-6-fluorobenzimidazole, 2-isobutyl-1-methyl-6-bromobenzimidazole, there is produced: 2-isovaleryl-1-butyl-5-nitro-6-trifluoromethylbenzimidazole, 2-cyclobutyl-1-methyl-5-nitro-6-difluoromethylbenzimidazole, 2-cyclopropyl-1-ethyl-5-nitro-6-pentafluoroethylbenzimidazole, 2-isopropyl-1-hexyl-5-nitro-6-trifluoromethylbenzimidazole, and 2-isobutyl-1-methyl-5-nitro-6-bromobenzimidazole, respectively.

Workup

  1. customthere is produced

Sources & evidence

ORD record
ord-c95f4a483fc144568ebb1b5603b4106e
Source dataset
uspto-grants-1976_10
Patent number
US03987182

Reaction notes

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