N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide → HCID 85078244, compound
Reaction equation
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[NH:8][C:9]([NH:11][NH2:12])=[S:10].[Cl:13][C:14]1[C:15]([CH:20]=O)=[N:16][N:17]([CH3:19])[CH:18]=1>>[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[NH:8][C:9](=[S:10])[NH:11][N:12]=[CH:20][C:15]1[C:14]([Cl:13])=[CH:18][N:17]([CH3:19])[N:16]=1Participants
3
Procedure
The title compound was prepared from a mixture of N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide (35 mg, 0.21 mmol) and 4-chloro-1-methylpyrazole-3-carboxaldehyde (41 mg, 0.287 mmol) similar to Example 3 and isolated as a white solid (15 mg, 24%). 1H NMR (CDCl3): 11.91 (s, 1H), 7.24 (s, 1H), 7.45 (s, 1H), 7.35 (s, 1H), 6.10 (ddd, J=8.1, 5.1, 2.7 Hz, 2H), 4.26 (t, J=7.5 Hz, 1H), 3.99 (s, 3H), 3.02 (s, 1H), 2.93 (s, 1H), 1.88 (ddd, J=8.4, 7.0, 2.7 Hz, 1H), 1.61 (m, 1H), 1.52-1.38 (m, 2H).
Sources & evidence
- ORD record
- ord-bdae2f912b2b4db4981729f88e7936ec
- Source dataset
- uspto-grants-2004_09
- Patent number
- US06794400B2
Reaction notes
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