Trimethylamine → HCID 20253724, compound
Reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[Cl:12][C:13]1([F:39])[O:36][C:17]2=[CH:18][C:19]3[N:23]=[C:22]([S:24][CH2:25][C:26]4[C:31]([CH3:32])=[C:30]([O:33][CH3:34])[CH:29]=[CH:28][N:27]=4)[NH:21][C:20]=3[CH:35]=[C:16]2[O:15][C:14]1([F:38])[F:37].CN(C)C>C(Cl)Cl>[Cl:12][C:13]1([F:39])[O:36][C:17]2=[CH:18][C:19]3[N:23]=[C:22]([S:24]([CH2:25][C:26]4[C:31]([CH3:32])=[C:30]([O:33][CH3:34])[CH:29]=[CH:28][N:27]=4)=[O:6])[NH:21][C:20]=3[CH:35]=[C:16]2[O:15][C:14]1([F:37])[F:38]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 0.42 g of approximately 85% pure m-chloroperoxybenzoic acid in 90 ml of methylene chloride is added dropwise to a solution of 0.9 g of 6-chloro-6,7,7-trifluoro-6,7-dihydro-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-1H-[1,4]-dioxino[2,3-f]benzimidazole in 180 ml of methylene chloride at -40° C., with stirring. Stirring is continued for 4 hours and the solution is allowed to come to -20° C. 0.29 ml of trimethyl amine are added, and the organic phase is washed with potassium bicarbonate solution and with water, dried with magnesium sulfate and concentrated in vacuo. The residue is stirred with ethyl acetate and subsequently with acetone. 0.6 g (64%) of the title compound of m.p. 198°-200° C. (decomposition) are obtained.
Workup
- stirringStirring
- customto come to -20° C
- washthe organic phase is washed with potassium bicarbonate solution and with water
- dry with materialdried with magnesium sulfate
- concentrationconcentrated in vacuo
- stirringThe residue is stirred with ethyl acetate and subsequently with acetone
Sources & evidence
- ORD record
- ord-3d9d4f874d134c3490977f46afb81791
- Source dataset
- uspto-grants-1985_12
- Patent number
- US04560693
Reaction notes
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