5,6-Dimethylbenzimidazole → HCID 18417276, compound

HRID 1937306Notes

Reaction equation

HRID 1937306 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-58c6a491e03d4031aab15805c106fb51
Source dataset
uspto-grants-2002_05
Patent number
US06395671B2

Reaction notes

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