Methyl Isocyanate → Fluzinamide

HRID 2371736Notes

Reaction equation

HRID 2371736 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH:7]1[CH2:10][NH:9][CH2:8]1.[CH3:16][N:17]=[C:18]=[O:19]>C1C=CC=CC=1>[CH3:16][NH:17][C:18]([N:9]1[CH2:10][CH:7]([O:6][C:5]2[CH:11]=[CH:12][CH:13]=[C:3]([C:2]([F:1])([F:14])[F:15])[CH:4]=2)[CH2:8]1)=[O:19]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidine

Product 1

HCID 53467Fluzinamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 6.0 g (0.024 mole) of 3-[3-(trifluoromethyl)phenoxy]azetidine in 50 ml of dry benzene was added dropwise 1.37 g (0.024 mole) of methylisocyanate, and stirring was continued for 30 minutes. The solid which crystallized in the flask was recrystallized from 95% ethanol to obtain 5.0 g (76%), mp 145°-147°.

Workup

  1. customThe solid which crystallized in the flask
  2. customwas recrystallized from 95% ethanol
  3. customto obtain 5.0 g (76%), mp 145°-147°

Sources & evidence

ORD record
ord-c0e6e33b631d47dda396ad254f5a5c50
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

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