3-Chlorothiophene-2-carbonyl chloride → HCID 9901604, compound
Reaction equation
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9](=[N:11][OH:12])[NH2:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Cl:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21](Cl)=O>>[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]2[N:10]=[C:21]([C:17]3[S:18][CH:19]=[CH:20][C:16]=3[Cl:15])[O:12][N:11]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]Participants
3
Procedure
The title compound was prepared from 4-acetamidobenz amidoxime (55.4 mg, 0.287 mmol) and 3-chloro-thiophene-2-carbonyl chloride (52.4 mg, 0.289 mmol) similar to Example 16, and yielded 33.6 mg (37%) of light orange solid. 1H NMR (CDCl3): 8.12 (d, J=8.52 Hz, 2H), 7.66 (d, J=8.79 Hz, 2H), 7.60 (d, J=5.22 Hz, 1H), 7.35 (s, 1H), 7.12 (d, J=5.22 Hz, 1H).
Workup
- customyielded 33.6 mg (37%) of light orange solid
Sources & evidence
- ORD record
- ord-a00145c9c3d340fb852d0a4faea41ac9
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07435750B2
Reaction notes
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