3,4,5-Trimethoxybenzaldehyde → HCID 59736832, compound

HRID 252807Notes

Reaction equation

HRID 252807 reaction equation
COC1C=C(C=C(OC)C=1OC)C=O.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:21]=[C:22]([O:26][CH3:27])[C:23]=1[O:24][CH3:25])[NH2:20].[CH:28]([C:30]1[CH:31]=[CH:32][C:33]2[O:37][C:36]([C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:35][C:34]=2[CH:43]=1)=O>>[CH2:41]([O:40][C:38]([C:36]1[O:37][C:33]2[CH:32]=[CH:31][C:30]([CH2:28][NH:20][C:19]3[CH:21]=[C:22]([O:26][CH3:27])[C:23]([O:24][CH3:25])=[C:17]([O:16][CH3:15])[CH:18]=3)=[CH:43][C:34]=2[CH:35]=1)=[O:39])[CH3:42]

Participants

4

Reactant 3

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 322853,4,5-TrimethoxyanilineHCID 13343417HCID 13343417, compound

Product 1

HCID 59736832HCID 59736832, compoundYield 99%

Procedure

Following the same procedure as described in Example 4, Step 2, but substituting compound 20 and 3,4,5-trimethoxybenzaldehyde for 3,4,5-trimethoxyaniline and compound 27, the title compound was obtained in 99% yield. 1H NMR: (DMSO) δ (ppm): 7.75 (d, J=1.0 Hz, 1H), 7.73 (d, J=1.0 Hz, 1H), 7.66 (d, J=8.6 Hz, 1H), 7.51 (dd, J=8.6, 1.8 Hz, 1H), 6.11 (t, J=6.1 Hz, 1H), 5.89 (s, 2H), 4.37-4.32 (m, 4H), 3.63 (s, 6H), 3.49 (s, 3H), 1.33 (t, J=7.0, 3H).

Sources & evidence

ORD record
ord-0f9a117a17464a82b71d7123ace1b4dd
Source dataset
uspto-grants-2011_01
Patent number
US07868205B2

Reaction notes

Loading…