Iodoethane → 1-Ethyl-1H-benzoimidazol-5-ylamine

HRID 2283719Notes

Reaction equation

[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=1)([O-])=O.I[CH2:14][CH3:15].C(N1C2C=C(N)C=CC=2N=C1)C>>[CH2:14]([N:8]1[C:7]2[CH:11]=[CH:12][C:4]([NH2:1])=[CH:5][C:6]=2[N:10]=[CH:9]1)[CH3:15]

Participants

Reactant 3

HCID 6340Iodoethane

HCID 71955-Nitrobenzimidazole

HCID 90308836HCID 90308836, compound

Product 1

HCID 15075951-Ethyl-1H-benzoimidazol-5-ylamine

Procedure

In accordance with Example 68 (Step 2), 5-nitrobenzoimidazole was used instead of 4-nitro-1H-indole, and iodoethane was used instead of (S)-tetrahydrofuran-3-yl methanesulfonate to obtain 1-ethyl-1H-benzo[d]imidazol-5-amine (317 mg) and 1-ethyl-1H-benzo[d]imidazol-6-amine.

Sources & evidence

ORD record: ord-61fe781a81f2418aac41b4638923355b
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09145414B2

Reaction notes

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