Ethyl Acetoacetate → HCID 66746396, compound

HRID 2047713Notes

Reaction equation

HRID 2047713 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[C:4]#[N:5].[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14]([CH3:16])=O>>[CH2:19]([O:18][C:12]([C:13]1[C:14]([CH3:16])=[N:1][C:2]2[C:3]([C:4]=1[NH2:5])=[CH:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=2)=[O:17])[CH3:20]

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 35130022-Amino-5-methoxybenzonitrile

Product 1

HCID 66746396HCID 66746396, compound

Procedure

Prepared as in Example 2a from 2-amino-5-methoxybenzonitrile (Campbell, J. B. et al. Synth. Commun. 1989, 19, 2255-2263) and ethyl acetoacetate as an off-white solid (92%). 1H NMR (400 MHz, DMSO-d6) δ 1.33 (t, J=6.8 Hz, 3H), 2.57 (s, 3H), 3.86 (s, 3H), 4.33 (q, J=6.8 Hz, 2H), 7.28 (dd, J=2.8, 9.2 Hz, 1H), 7.59 (d, J=9.2 Hz, 1H), 7.60 (bs, 2H), 7.63 (d, J=2.8 Hz, 1H). MS 261 (MH+).

Sources & evidence

ORD record
ord-c309a670b1d6457ea106413292febb75
Source dataset
uspto-grants-2013_11
Patent number
US08592592B2

Reaction notes

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