1-Naphthalenemethanamine → HCID 178470178, compound

HRID 1595338Notes

Reaction equation

HRID 1595338 reaction equation
O[N:2]=[C:3]([C:9]([C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:20][CH2:21][C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1>>[C:22]1([C:21]2[NH:20][C:9]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=3)=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:2]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 83551-NaphthalenemethanamineHCID 178472899HCID 178472899, compound

Product 1

HCID 178470178HCID 178470178, compoundYield 24.7%

Procedure

Ethyl 2-hydroxyimino-3-(4-nitrophenyl)-3-oxopropionate (10.0 g) and 1-aminomethylnaphthalene (6.4 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 2-(1-naphthyl)-5-(4-nitrophenyl)imidazole-4-carboxylate (3.6 g). 3.0 g therefrom was dissolved in ethyl alcohol (100 ml) and 1 M sodium hydroxide solution (20 ml) was added. The mixture was reacted and treated in the same manner as in Starting Material Synthetic Example 2 to give 2-(1-naphthyl)-5-(4-nitrophenyl)imidazole-4-carboxylic acid (3.4 g), melting point 161° C. (decomposition).

Workup

  1. additiontreated in the same manner as

Sources & evidence

ORD record
ord-7a89e9267663497db3c17df80768c6d6
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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