Ethyl isocyanate → HCID 14601661, compound

HRID 1638289Notes

Reaction equation

HRID 1638289 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([N:14]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16][CH2:15]3)=[O:13])[C:6]=2[CH:21]=1.[CH2:22]([N:24]=[C:25]=[O:26])[CH3:23]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([N:14]3[CH2:15][CH2:16][CH:17]([O:20][C:25](=[O:26])[NH:24][CH2:22][CH3:23])[CH2:18][CH2:19]3)=[O:13])[C:6]=2[CH:21]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 3082453Hpr 611

Product 1

HCID 14601661HCID 14601661, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

5-Chloro-3-(4-hydroxypiperidinocarbonylmethyl)benzothiazolin-2-one (3.2 g) was dissolved in dry pyridine (15 ml) and the solution was cooled. After ethyl isocyanate (0.9 g) was dropwise added to the solution, the resultant was stirred for 10 hours at 50° C. Pyridine was evaporated off under vacuum from the reaction mixture and the residue was recrystallized from ethanol to yield the title compound as colorless crystals (3.0 g). mp 210°-211° C.

Workup

  1. temperaturethe solution was cooled
  2. customPyridine was evaporated off under vacuum from the reaction mixture
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-e9a7cdace81f4524b93ffcfcc41921c6
Source dataset
uspto-grants-1989_11
Patent number
US04879301

Reaction notes

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