Trichloroacetyl isocyanate → HCID 20233204, compound

HRID 2417930Notes

Reaction equation

HRID 2417930 reaction equation
[Cl:1][C:2]([Cl:9])([Cl:8])[C:3]([N:5]=[C:6]=O)=[O:4].[O:10]=[C:11]1[C:16]2[CH:17]=[C:18]3[C:23](=[C:24]([CH2:25][CH2:26][CH3:27])[C:15]=2[O:14][C:13]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:12]1)[NH:22][C:21]([C:28]([O:30][CH3:31])=[O:29])=[CH:20]C3=O>ClCCl>[CH3:31][O:30][C:28]([C:21]1[CH:20]=[C:6]([NH:5][C:3](=[O:4])[C:2]([Cl:9])([Cl:8])[Cl:1])[C:18]2[C:23](=[C:24]([CH2:25][CH2:26][CH3:27])[C:15]3[O:14][C:13]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:12][C:11](=[O:10])[C:16]=3[CH:17]=2)[N:22]=1)=[O:29]

Participants

4

Reactant 2

HCID 76400Trichloroacetyl isocyanateHCID 13101142Ethyl 6,9-dihydro-4,6-dioxo-8-methoxycarbonyl-10-propyl-4H-pyrano[3,2-g]quinoline-2-carboxylate

Product 1

HCID 20233204HCID 20233204, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trichloroacetyl isocyanate (1.18 ml, 10 mmol) was added to a solution of ethyl 6,9-dihydro-4,6-dioxo-8-methoxycarbonyl-10-propyl-4H-pyrano [3,2-g]quinoline-2-carboxylate (3.85 g, 10 mmol) in dichloromethane (20 ml) at room temperature. The solution was then agitated gently for 24 hours at room temperature and then the solvent removed by distillation in vacuo. Trituration of the resulting solid with ether gave the sub-title compound as yellow cubes, 4.25 g (80%), mp 167°-169° C.

Workup

  1. customthe solvent removed by distillation in vacuo

Sources & evidence

ORD record
ord-5907547066fa4275a59904ee871822cc
Source dataset
uspto-grants-1984_09
Patent number
US04471119

Reaction notes

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