Diethyl acetonedicarboxylate → HCID 10924650, compound

HRID 2169848Notes

Reaction equation

[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].O=[C:11]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=[C:11]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:18]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

Reactant 2

HCID 66045Diethyl acetonedicarboxylate

HCID 729132-Aminobenzonitrile

Product 1

HCID 10924650HCID 10924650, compound

Procedure

Prepared as in Example 2a from 2-aminobenzonitrile and diethyl 3-oxopentanedioate as a pale yellow solid (25%). 1H NR (400 MHz, DMSO-d6) δ 1.19 (t, J=8.0 Hz, 3H), 1.30 (t, J=8.0 Hz, 3H), 4.08 (m, 4H), 4.28 (q, J=8.0 Hz, 2H), 7.50 (m, 1H), 7.73 (m, 2H), 8.10 (bs, 2H), 8.53 (d, J=8.0 Hz, 1H). MS 303 (MH+).

Sources & evidence

ORD record: ord-743fbff7713f4890bb71bd40c94ea68d
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09049878B2

Reaction notes

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