alpha-Naphthyl isocyanate → HCID 18385437, compound

HRID 1250213Notes

Reaction equation

HRID 1250213 reaction equation
[Br-].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:14])[CH2:12][NH3+:13])=[CH:3]1.C(N(C(C)C)C(C)C)C.[C:24]1([N:34]=[C:35]=[O:36])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1>C1COCC1>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:14])[CH2:12][NH:13][C:35]([NH:34][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=[CH:26][CH:25]=2)=[O:36])=[CH:3]1

Participants

5

Reactant 3

HCID 66589alpha-Naphthyl isocyanateHCID 81531DiisopropylethylamineHCID 18385438HCID 18385438, compound

Product 1

HCID 18385437HCID 18385437, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

[2-(3-indolyl)-2-oxoethyl]ammonium bromide (2.00 g, 7.84) was suspended in dry THF (20 ml). Ethyldiisopropylamine (1.40 ml, 7.84 mmol) was added followed by 1-naphthylisocyanate (1.13 ml, 7.84 ml). After stirring for 1 hour the formed precipitated was removed by filtration and washed with THF followed by water to give the sub-title product (2.33 g, 87%) as a white solid after drying.

Workup

  1. customprecipitated
  2. customwas removed by filtration
  3. washwashed with THF

Sources & evidence

ORD record
ord-bc7e946efaeb49b9adb7aeb5889accfb
Source dataset
uspto-grants-2002_01
Patent number
US06337342B1

Reaction notes

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