Reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1.O(C(C)C)C(C)C.[F:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([N:28]=[C:29]=[S:30])[CH:23]=1>>[F:21][C:22]1[CH:23]=[C:24]([NH:28][C:29]([N:2]([CH3:1])[CH:3]2[CH2:4][CH2:5][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:7][CH2:8]2)=[S:30])[CH:25]=[CH:26][CH:27]=1Participants
4
Procedure
To a stirred solution of 91 parts of ethyl 4-(methylamino)-1-piperidinecarboxylate in 420 parts of 2,2'-oxybispropane were added dropwise 75 parts of 1-fluoro-3-isothiocyanatobenzene. Upon completion, stirring was continued for 1 hour. The precipitated product was filtered off and dried, yielding 150 parts (90%) of ethyl 4-[[(3-fluorophenyl)aminothioxomethyl]methylamino]-1-piperidinecarboxylate; mp. 175.2° C. (17).
Workup
- filtrationThe precipitated product was filtered off
- customdried
Sources & evidence
- ORD record
- ord-2e44dc3bde004248a99ddb1dba41eed4
- Source dataset
- uspto-grants-1991_04
- Patent number
- US05010198
Linked notes
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