2-Naphthalenecarboxaldehyde → HCID 12150177, compound

HRID 1993316Notes

Reaction equation

HRID 1993316 reaction equation
[CH:1]([N:4]([C:8]1[CH:13]=[CH:12][C:11]2[O:14][CH2:15][O:16][C:10]=2[CH:9]=1)[C:5]([NH2:7])=[O:6])([CH3:3])[CH3:2].[CH:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][C:18]=1[CH:27]=O>>[CH:1]([N:4]1[C:8]2[C:13](=[CH:12][C:11]3[O:14][CH2:15][O:16][C:10]=3[CH:9]=2)[CH:27]([C:18]2[CH:19]=[CH:20][C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:17]=2)[NH:7][C:5]1=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 1005551-(1,3-Benzodioxol-5-yl)-1-isopropylurea

Product 1

HCID 12150177HCID 12150177, compoundYield 60%

Procedure

This compound was synthesized from N-isopropyl-N-[3,4-(methylenedioxy)-phenyl]urea (226 mg) and 2-naphthaldehyde (152 mg) by the procedure described in example 10 in 60% yield, mp: 186-178° C. 1H NMR (CDCl3): 7.86-7.75 (m, 4H), 7.52-7.42 (m, 3H), 6.70 (s, 1H), 6.32 (s, 1H), 5.91 (d, J=1.3, 1H), 5.88 (d, J=1.3, 1H), 5.47 (s, 1H), 5.16 (br s, 1H), 4.45 (m, 1H), 1.58 (m, 6H). Anal. calcd. for C22H20N2O3: C, 73.32; H, 5.59; N, 7.77. Found: C, 73.10; H, 5.49; N, 7.62.

Sources & evidence

ORD record
ord-6d6685cfb56f4ac783f13dcaaa44162d
Source dataset
uspto-grants-2010_01
Patent number
US07652006B2

Reaction notes

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