Isoamylamine → HCID 22625877, compound

HRID 277705Notes

Reaction equation

HRID 277705 reaction equation
Cl[CH2:2][C:3]1[NH:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH2:12]([NH2:17])[CH2:13][CH:14]([CH3:16])[CH3:15]>CN1CCCC1=O>[N:7]1[C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[NH:4][C:3]=1[CH2:2][NH:17][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 7894IsoamylamineHCID 785712-Chloromethylbenzimidazole

Product 1

HCID 22625877HCID 22625877, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 5.0 9 (30.0 mmole) of 2-(chloromethyl)benzimidazole in 25 mL of anhydrous 1-methyl-2-pyrrolidinone is treated at 0° C. with 17.4 mL (150 mmole) of isoamylamine. The reaction mixture is allowed to warm to room temperature and stir for 16 hr. The reaction mixture is poured into 800 mL of ice/water, and the tan solid filtered and dried to afford 6.08 g (93%) of (benzimidazol-2-ylmethyl)(3-methylbutyl)amine.

Workup

  1. filtrationthe tan solid filtered
  2. customdried

Sources & evidence

ORD record
ord-0ef65a3a34ad4d588490fe56d0d92136
Source dataset
uspto-grants-2002_03
Patent number
US06358949B1

Reaction notes

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