Methyl Isocyanate → HCID 23313764, compound

HRID 745562Notes

Reaction equation

HRID 745562 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:9](=[O:21])[CH2:10][CH2:11][CH:12]2[C:17](=[O:18])[CH:16]3[CH2:19][CH2:20][N:13]2[CH2:14][CH2:15]3)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:22][N:23]=[C:24]=[O:25]>C(Cl)Cl>[ClH:8].[Cl:8][C:7]1[CH:6]=[CH:5][C:4]([C:9](=[O:21])[CH2:10][CH2:11][CH:12]2[C:17](=[O:18])[CH:16]3[CH2:19][CH2:20][N:13]2[CH2:14][CH2:15]3)=[CH:3][C:2]=1[NH:1][C:24]([NH:23][CH3:22])=[O:25]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 23313725HCID 23313725, compound

Product 1

HCID 23313764HCID 23313764, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 6.14 g (0.02 mole) of 2-[3-(3-amino-4-chlorophenyl)-3-oxopropyl]-1-azabicyclo[2.2.2]octan-3-one in 150 ml of methylene chloride add 1.20 g (0.021 mole) of methyl isocyanate. Stir the reaction mixture at room temperature and follow the progress of the reaction by thin-layer chromatography. At the completion of the reaction remove the solvent in vacuo. Dissolve the residue in 100 ml of ethanol and add 2.5 ml of concentrated hydrochloric acid. Remove the solvent in vacuo to obtain the title compound.

Workup

  1. customthe progress of the reaction by thin-layer chromatography
  2. customAt the completion of the reaction remove the solvent in vacuo
  3. dissolutionDissolve the residue in 100 ml of ethanol
  4. additionadd 2.5 ml of concentrated hydrochloric acid
  5. customRemove the solvent in vacuo

Sources & evidence

ORD record
ord-128489497133476fb40a00f4ef0ff28a
Source dataset
uspto-grants-1986_07
Patent number
US04599344

Reaction notes

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