5,6-Dimethylbenzimidazole → HCID 18417276, compound

HRID 991159Notes

Reaction equation

HRID 991159 reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[F:12][C:13]1[C:18]([B:19]([C:31]2[C:36]([F:37])=[C:35]([F:38])[C:34]([F:39])=[C:33]([F:40])[C:32]=2[F:41])[C:20]2[C:25]([F:26])=[C:24]([F:27])[C:23]([F:28])=[C:22]([F:29])[C:21]=2[F:30])=[C:17]([F:42])[C:16]([F:43])=[C:15]([F:44])[C:14]=1[F:45].[CH2:46]([N:64]([CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH3:83])[CH3:65])[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH3:63]>C1(C)C=CC=CC=1>[F:37][C:36]1[C:31]([B:19]([C:18]2[C:13]([F:12])=[C:14]([F:45])[C:15]([F:44])=[C:16]([F:43])[C:17]=2[F:42])[C:20]2[C:21]([F:30])=[C:22]([F:29])[C:23]([F:28])=[C:24]([F:27])[C:25]=2[F:26])=[C:32]([F:41])[C:33]([F:40])=[C:34]([F:39])[C:35]=1[F:38].[F:37][C:36]1[C:31]([B:19]([C:18]2[C:13]([F:12])=[C:14]([F:45])[C:15]([F:44])=[C:16]([F:43])[C:17]=2[F:42])[C:20]2[C:21]([F:30])=[C:22]([F:29])[C:23]([F:28])=[C:24]([F:27])[C:25]=2[F:26])=[C:32]([F:41])[C:33]([F:40])=[C:34]([F:39])[C:35]=1[F:38].[CH2:66]([NH+:64]([CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[CH3:65])[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH3:83].[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]2[N:6]=[CH:7][N-:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 6755,6-DimethylbenzimidazoleHCID 77709DistearylmethylamineHCID 582056Tris(pentafluorophenyl)borane

Product 1

HCID 18417276HCID 18417276, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5,6-dimethylbenzimidazole (0.2855 g, 1.953 mmol), tris(pentafluorophenyl)borane (2.0000 g, 3.9063 mmol) and dioctadecylmethylamine (1.0469 g, 1.9531 mmol) were placed in a 50 mL flask, taken up in 21 mL of toluene and refluxed under argon for 16 hours. The volatiles were then stripped under vacuum. Yield, 3.060 g, 91.84 percent.

Workup

  1. temperaturerefluxed under argon for 16 hours
  2. customYield

Sources & evidence

ORD record
ord-6fe777241c2142c0b03b4c6f02cfbc61
Source dataset
uspto-grants-2002_10
Patent number
US06462156B2

Reaction notes

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