Methyl Isocyanate → N-methyl-N[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl](N-methyl)carbamoyloxyamine

HRID 370374Notes

Reaction equation

HRID 370374 reaction equation
[CH3:1][N:2]([OH:24])[C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=2[Cl:20])[CH:6]=[CH:5][C:4]=1[N+:21]([O-:23])=[O:22].[CH3:25][N:26]=[C:27]=[O:28]>C1COCC1>[CH3:1][N:2]([O:24][C:27](=[O:28])[NH:26][CH3:25])[C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:17])([F:19])[F:18])=[CH:12][C:11]=2[Cl:20])[CH:6]=[CH:5][C:4]=1[N+:21]([O-:23])=[O:22]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 20275650HCID 20275650, compound

Product 1

HCID 54362184N-methyl-N[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl](N-methyl)carbamoyloxyamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]hydroxyamine (700 mg, 1.93 mmol) in anhydrous THF (10 ml) is added methylisocyanate (220 mg, 2 eq.). The mixture is stirred at RT for 4 hours. The solvent and excess methlisocyanate are removed to yield N-methyl-N[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl](N-methyl)carbamoyloxyamine.

Workup

  1. customThe solvent and excess methlisocyanate are removed

Sources & evidence

ORD record
ord-22ff44d5be734c308ec81d3bb1add429
Source dataset
uspto-grants-1985_07
Patent number
US04526608

Reaction notes

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