Methyl Isocyanate → HCID 14601660, compound

HRID 1638288Notes

Reaction equation

HRID 1638288 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.[CH3:22][N:23]=[C:24]=[O:25]>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:24](=[O:25])[NH:23][CH3:22])[CH2:18][CH2:19]3)=[O:13])[C:6]=2[CH:21]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 3082453Hpr 611

Product 1

HCID 14601660HCID 14601660, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
30 °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 methyl isocyanate (0.9 g) was dropwise added to the solution, the resultant was stirred for 15 hours at 30° C. Pyridine was evaporated off under vacuum from the reaction mixture and the residue was recrystallized from methanol to yield the title compound as colorless crystals (2.7 g). mp 202°-203° C.

Workup

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

Sources & evidence

ORD record
ord-971f1681d3e74e3b9c571b190f6cc604
Source dataset
uspto-grants-1989_11
Patent number
US04879301

Reaction notes

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