Ammonia → 3,4-Dihydro-2H-1-benzopyran-4-amine

HRID 2092164Notes

Reaction equation

HRID 2092164 reaction equation
CO[N:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6][CH2:5]1.CON=C1C2C(=CC=C(C)C=2)OCC1.N>>[O:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4]([NH2:3])[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 54035320Chroman-4-one O-methyl-oximeHCID 86605441(4E)-N-Methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-imine

Product 1

HCID 49619573,4-Dihydro-2H-1-benzopyran-4-amine

Procedure

The title compound was prepared using the procedure as described in Example 7B, substituting the product of Example 16A for the product of Example 7A. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.32 (dd, J 1.0 and 7.5 Hz, 1H), 7.05 (m, 1H), 6.81 (m, 1H), 6.70 (dd, J 1.0 and 7.5 Hz, 1H), 4.27-4.08 (m, 2H), 3.83 (t, J 6.0 Hz, 1H), 2.03-1.66 (m, 4H). MS (DCI/NH3) m/e 150 (M+H)+.

Sources & evidence

ORD record
ord-1ff257f7d91d406fbd18fa2cdfbbf7ad
Source dataset
uspto-grants-2013_05
Patent number
US08440691B2

Reaction notes

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