HCID 12715772, compound → 2-Amino-6-(ethylamino)benzonitrile

HRID 711895Notes

Reaction equation

HRID 711895 reaction equation
[CH2:1]([NH:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:5]=1[C:6]#[N:7])[CH3:2]>C(O)C(F)(F)F.FC(F)(F)C(O)C(F)(F)F>[NH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([NH:3][CH2:1][CH3:2])[C:5]=1[C:6]#[N:7]

Participants

3

Reactant 1

HCID 12715772HCID 12715772, compound

Product 1

HCID 127157182-Amino-6-(ethylamino)benzonitrileYield 81%

Reagents, catalysts & solvents 1

HCID 131731144HCID 131731144, compoundSolvent

Procedure

Prepared as in Example 254b from 2-(ethylamino)-6-nitrobenzonitrile (Example 259c) using Trifluoroethanol/Hexafluoroisopropanol (2:1) as solvent, in 81% yield. 1H NMR (400 MHz, DMSO-d6) δ 1.14 (t, J=7.2 Hz, 3H), 3.15-3.22 (m, 2H), 5.41 (bt, J=5.2 Hz, NH), 5.64 (s, NH2), 5.82 (d, J=8.0 Hz, 1H), 5.96 (d, J=8.0 Hz, 1H), 7.00 (t, J=8.4 Hz, 1H). MS 162 (MH+).

Sources & evidence

ORD record
ord-8ac7aeea63bb455dbd6c8ecb7671436f
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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