1-Ethylisoquinoline → 1-Ethyl-5-dichloroacetylaminomethylisoquinoline
Reaction equation
[CH2:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][N:4]=1)[CH3:2].O[CH2:14][NH:15][C:16](=[O:20])[CH:17]([Cl:19])[Cl:18]>>[CH2:1]([C:3]1[C:12]2[C:7](=[C:8]([CH2:14][NH:15][C:16](=[O:20])[CH:17]([Cl:19])[Cl:18])[CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][N:4]=1)[CH3:2]Participants
3
Procedure
1-Ethylisoquinoline and N-hydroxymethyl dichloroacetamide were reacted in the same way as in step (b) of Example 18 to afford 1-ethyl-5-dichloroacetylaminomethylisoquinoline. The product was reacted successively in the same way as in steps (c), (d), (e) and (f) of Example 18 to afford 1-ethylisoquinoline-5-acetonitrile. The product was treated in the same way as in Example 3 to afford 1-ethylisoquinoline-5-acetic acid having a melting point of 166.2° to 180.8° C.
Sources & evidence
- ORD record
- ord-1f006b63d164430f85bcc315d075588a
- Source dataset
- uspto-grants-1982_06
- Patent number
- US04337256
Reaction notes
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