Methyl chloroformate → HCID 75077687, compound

HRID 1876908Notes

Reaction equation

HRID 1876908 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][S:11][C:10]2=[NH:14])=[CH:4][N:3]=1.Cl[C:16]([O:18][CH3:19])=[O:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][S:11][C:10]2=[N:14][C:16]([O:18][CH3:19])=[O:17])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 11430Potassium CarbonateHCID 98593863-[(6-Chloro-3-pyridinyl)methyl]-2-thiazolidinimine

Product 1

HCID 75077687HCID 75077687, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-(2-Chloro-5-pyridinylmethyl)-2-iminothiazolidine (227 mg, 1.1 mmol) and methyl chloroformate (165 mg, 1.2 mmol) were dissolved in 20 ml of acetonitrile, into which, potassium carbonate (114 mg, 1 mmol) was added in portions and stirred at room temperature overnight. The reaction solution was made free of solids, and the solids were washed with ethyl acetate, and from the wash the solvent was distilled off, and the resultant intended substance was recrystallized from ethyl acetate. Yield: 120 mg (42%). Melting point: 128-130° C.

Workup

  1. additionwas added in portions
  2. washthe solids were washed with ethyl acetate
  3. washfrom the wash the solvent
  4. distillationwas distilled off
  5. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-29826abdf8064d52b3a29086cd56e226
Source dataset
uspto-grants-2012_11
Patent number
US08309733B2

Reaction notes

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