N,O-Dimethylhydroxylamine → HCID 12774069, compound

HRID 1278165Notes

Reaction equation

HRID 1278165 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([N:20]=[C:21]=[O:22])[CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1.[CH3:25][NH:26][O:27][CH3:28]>C1C=CC=CC=1>[F:1][C:2]([F:23])([F:24])[C:3]1[CH:4]=[C:5]([NH:20][C:21](=[O:22])[N:26]([O:27][CH3:28])[CH3:25])[CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 14232N,O-DimethylhydroxylamineHCID 20491436HCID 20491436, compound

Product 1

HCID 12774069HCID 12774069, compoundYield 70.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Five grams of 3-trifluoromethyl-4-(2-naphthyloxy)-phenyl isocyanate were dissolved in 100 ml of benzene, and a solution of 2 g of N,O-dimethylhydroxylamine in 50 ml of benzene was added dropwise thereto at a temperature below 30° C. The reaction mixture was allowed to stand at room temperature for 30 minutes, and the solvent was then removed under reduced pressure. The residue was recrystallized from ethanol to obtain 4.2 g of N'-[3-trifluoromethyl-4-(2-naphthyloxy)phenyl]-N-methoxy-N-methylurea as white needles. M.P. 129°-130° C.

Workup

  1. customat a temperature below 30° C
  2. customthe solvent was then removed under reduced pressure
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-ebed3b405c134d92909a674d80cdfa44
Source dataset
uspto-grants-1981_07
Patent number
US04280835

Reaction notes

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