Water → HCID 14552042, compound
Reaction equation
S(Cl)(Cl)=O.[NH:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[C:10]1([CH2:22][CH2:23]C=O)[C:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:12][CH:13]=[CH:14][CH:15]=1.O.[CH2:27](Cl)[Cl:28]>>[Cl:28][CH:27]([N:5]1[CH:9]=[N:8][CH:7]=[N:6]1)[CH:11]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:12][C:13]1[CH:14]=[CH:15][CH:10]=[CH:22][CH:23]=1Participants
Conditions
- Temperature
- 20 °C
Procedure
At 0° C., 13.1 g of thionyl chloride is added to a solution of 15.222 g of 1,2,4-triazole in 150 ml of methylene choride. After all has been added, the mixture is stirred for 30 minutes at room temperature (20° C.): subsequently, 15.5 g of 2,3-biphenylpropanal is added. After the mixture has been stirred at room temperature for 12 to 15 hours, 100 ml of water is added and the organic phase separated off. The aqueous phase which remains is extracted by shaking twice with methylene chloride, and the collected organic phases are washed twice with saturated sodium bicarbonate solution. The isolated organic phase -s then dried over sodium sulfate and concentrated. There is obtained 30.0 g (92%) of 1-chloro-1-(1,2,4-triazol-1-yl-)2,3-diphenylpropane. The compounds listed in the table below may be obtained analogously to Example 1:
Workup
- additionAfter all has been added
- stirringAfter the mixture has been stirred at room temperature for 12 to 15 hours
- customthe organic phase separated off
- extractionThe aqueous phase which remains is extracted
- stirringby shaking twice with methylene chloride
- washthe collected organic phases are washed twice with saturated sodium bicarbonate solution
- dry with materialThe isolated organic phase -s then dried over sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-b3cf4977c3c0416daed5b7d7ef0e8a4e
- Source dataset
- uspto-grants-1991_08
- Patent number
- US05039815
Reaction notes
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