HCID 18399670, compound → HCID 9905678, compound

HRID 369759Notes

Reaction equation

HRID 369759 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][C:18]([O:26]C)=[C:19]([O:24][CH3:25])[CH:20]=3)[C:15]=2[CH:28]=O)[C:6]([N+:11]([O-])=O)=[CH:7][C:8]=1[O:9][CH3:10]>C(Cl)(Cl)Cl>[CH2:25]1[O:26][C:18]2[C:19](=[CH:20][C:21]3[CH:22]=[CH:23][C:14]4[C:5]5[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[CH:7][C:6]=5[N:11]=[CH:28][C:15]=4[C:16]=3[CH:17]=2)[O:24]1

Participants

3

Reactant 1

HCID 18399670HCID 18399670, compound

Product 1

HCID 9905678HCID 9905678, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Using a procedure similar to that described in Example 1, except replacing the compound 17 used therein with compound 18, the title compound was prepared in 60% yield; mp >250° C.; IR (Nujol) 1680; UV (CHCl3) 285, 360, 380 nm (log ε=3.01, 2.21, 2.47); 1H NMR δ 4.10 (3H, s), 4.14 (3H, s), 6.15 (2H, s), 7.28 (1H, s), 7.68 (1H, s), 7.83 (1H, s), 7.97 (1H, d, J=9.2), 8.16 (1H, s), 8.28 (1H, d, J=9.2), 9.85 (1H, s); 13C NMR δ 56.7, 100.3, 102.1, 102.2, 106.1, 109.2, 118.4, 127.5, 128.9, 131.2, 131.7, 140.8, 145.6, 145.7, 148.4, 149.9, 150.4, 151.7, 176.1; HRMS calcd for C20H15NO4 : 333.1001; found: 333.0999.

Sources & evidence

ORD record
ord-07dea34efb08400fbbab07175722778e
Source dataset
uspto-grants-2000_10
Patent number
US06140328

Reaction notes

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