Methyl Isocyanate → Fluzinamide

HRID 903132Notes

Reaction equation

HRID 903132 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-trifluoromethylphenoxy) azetidine in 50 ml. of dry benzene was added dropwise 1.37 g. (0.024 mole) of methylisocyanate with stirring, and stirring was continued for 30 minutes. The solid which crystallized in the flask was recrystallized using 95% ethanol to give 5.0 g. (76%) of product (m.p. 145°-147° C.).

Workup

  1. customThe solid which crystallized in the flask
  2. customwas recrystallized
  3. customto give 5.0 g

Sources & evidence

ORD record
ord-868b300370dd4c3f90fca1ffe2ead79d
Source dataset
uspto-grants-1980_10
Patent number
US04226861

Reaction notes

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