4-Fluorobenzohydrazide → HCID 18406877, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([O:24][CH2:25][C:26]2[N:27]([CH3:31])[N:28]=[CH:29][N:30]=2)=[N:10][N:11]2[C:16]=1[CH:15]=[N:14][N:13]=[C:12]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1F.[F:32]C1C=CC(C(NN)=O)=CC=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([O:24][CH2:25][C:26]2[N:27]([CH3:31])[N:28]=[CH:29][N:30]=2)=[N:10][N:11]2[C:16]=1[CH:15]=[N:14][N:13]=[C:12]2[C:17]1[CH:18]=[CH:19][C:20]([F:32])=[CH:21][CH:22]=1Participants
3
Procedure
This compound was prepared using the procedure described in Example 21, steps b) to f), using 3-(2-fluorophenyl)-4-hydroxy-2-furanone (cf. Example 2) instead of 3-tert-butyl-4-hydroxy-2-furanone and 4-fluorobenzoic hydrazide instead of 2,5-difluorobenzoic hydrazide in step e). Data for the title compound: mp=191° C.; 1H NMR (400 MHz, CDCl3) δ 3.92 (3H, s), 5.66 (2H, s), 7.22-7.32 (4H, m), 7.39-7.44 (1H, m), 7.58 (1H, m), 7.90 (1H, s), 8.51-8.55 (2H, m), 9.21 (1H, s); MS (ES+) m/e 420 [MH]+; Anal. Found: C, 60.11; H, 3.52; N, 23.37%. C21H15F2N7O requires: C, 60.14; H, 3.61; N, 23.38%.
Workup
- customThis compound was prepared
Sources & evidence
- ORD record
- ord-2391126125d64623b5c47a2dad0ae1f8
- Source dataset
- uspto-grants-2002_11
- Patent number
- US06476030B1
Reaction notes
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