(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 2092161Notes

Reaction equation

HRID 2092161 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-574dfd4cd4ae4ec1a803ecf98ba1633d
Source dataset
uspto-grants-2013_05
Patent number
US08440691B2

Reaction notes

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