2-Naphthalenecarboxaldehyde → HCID 12150176, compound

HRID 1993315Notes

Reaction equation

HRID 1993315 reaction equation
[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][C:10]2[O:13][CH2:14][O:15][C:9]=2[CH:8]=1)[C:4]([NH2:6])=[O:5])[CH3:2].[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[CH:26]=O>>[CH2:1]([N:3]1[C:7]2[C:12](=[CH:11][C:10]3[O:13][CH2:14][O:15][C:9]=3[CH:8]=2)[CH:26]([C:17]2[CH:18]=[CH:19][C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:16]=2)[NH:6][C:4]1=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 13098802N-1,3-Benzodioxol-5-yl-N-ethylurea

Product 1

HCID 12150176HCID 12150176, compoundYield 46%

Procedure

This compound was synthesized from N-ethyl-N-[3,4-(methylenedioxy)phenyl]urea (247 mg) and 2-naphthaldehyde (182 mg) by the procedure described in example 10 in 46% yield, mp: 193-195° C. 1H NMR (CDCl3): 7.86-7.82 (m, 2H), 7.74 (s, 1H), 7.52-7.42 (m, 4H), 6.57 (s, 1H), 6.30 (s, 1H), 5.90 (s, 1H), 5.87 (s, 1H), 5.61 (s, 1H), 5.18 (s, 1H), 3.97 (q, J=6.6, 2H), 1.32 (t, J=6.6, 3H). Anal. calcd. for C21H18N2O3: C, 72.82; H, 5.24; N, 8.09. Found: C, 72.53; H, 4.95; N, 7.54.

Sources & evidence

ORD record
ord-bfb7e38e92674bb3813b7477980348fa
Source dataset
uspto-grants-2010_01
Patent number
US07652006B2

Reaction notes

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