N'-hydroxy-3-(trifluoromethyl)benzimidamide → HCID 9923594, compound

HRID 2114929Notes

Reaction equation

HRID 2114929 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6](=[N:8][OH:9])[NH2:7].[Cl:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21](Cl)=O>>[Cl:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21]1[O:9][N:8]=[C:6]([C:5]2[CH:10]=[CH:11][CH:12]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=2)[N:7]=1

Participants

3

Reactant 2

HCID 609330N'-hydroxy-3-(trifluoromethyl)benzimidamideHCID 27358243-Chlorothiophene-2-carbonyl chloride

Product 1

HCID 9923594HCID 9923594, compound

Procedure

The title compound was prepared from 3-trifluoromethyl-benzamidoxime (70.3 mg, 0.344 mmol) and 3-chloro-thiophene-2-carbonyl chloride (62 mg, 0.343 mmol), similar to Example 16, and yielded 81.6 mg (72%) as an off-white solid. 1H NMR (CDCl3): 8.44 (s, 1H), 8.36 (d, J=7.69 Hz, 1H), 7.80 (d, J=8.51 Hz, 1H), 7.67 (d, J=7.96 Hz, 1H), 7.64 (d, J=5.21 Hz, 1H), 7.15 (d, J=5.22 Hz, 1H).

Workup

  1. customyielded 81.6 mg (72%) as an off-white solid

Sources & evidence

ORD record
ord-77e5bcdbd384491898f50709eb322bf7
Source dataset
uspto-grants-2008_10
Patent number
US07435750B2

Reaction notes

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