(4E)-N-Methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-imine → 6-Chloro-7-methyl-3,4-dihydro-2H-1-benzopyran-4-amine

HRID 1158800Notes

Reaction equation

HRID 1158800 reaction equation
CO[N:3]=[C:4]1[C:13]2[C:8](=[CH:9][C:10]([CH3:15])=[C:11]([Cl:14])[CH:12]=2)[O:7][CH2:6][CH2:5]1.CON=C1C2C(=CC=C(C)C=2)OCC1>>[Cl:14][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][C:10]=1[CH3:15])[O:7][CH2:6][CH2:5][CH:4]2[NH2:3]

Participants

3

Reactant 2

HCID 86605441(4E)-N-Methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-imineHCID 866054426-Chloro-7-methylchroman-4-one O-methyl oxime

Product 1

HCID 166430296-Chloro-7-methyl-3,4-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 13A for the product of Example 7A. 1H NMR (300 MHz, CDCl3) δ 7.27 (s, 1H), 6.68 (s, 1H), 4.15-4.29 (m, 2H), 3.98 (m, 1H), 2.29 (s, 3H), 2.07-2.17 (m, 1H), 1.75-1.85 (m, 1H). MS (DCI) m/e 198(M+H)+.

Sources & evidence

ORD record
ord-d659bab87a5143e2875e575db3d612df
Source dataset
uspto-grants-2010_10
Patent number
US07812019B2

Reaction notes

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