4-(Trifluoromethyl)benzaldehyde → HCID 73996747, compound

HRID 1007257Notes

Reaction equation

HRID 1007257 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].[F:13][C:14]([F:24])([F:23])[C:15]1[CH:20]=[CH:19][C:18]([CH:21]=O)=[CH:17][CH:16]=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:21][C:18]1[CH:17]=[CH:16][C:15]([C:14]([F:13])([F:23])[F:24])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 679964-(Trifluoromethyl)benzaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Product 1

HCID 73996747HCID 73996747, compound

Procedure

The title compound was prepared from a mixture of N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide (100 mg, 0.56 mmol) and α,α,α-trifluoro-p-tolualdehyde (76 μL, 0.56 mmol) similar to Example 3 and isolated as a white solid (60 mg, 32%). 1H NMR (CDCl3): 9.14 (s, 1H), 7.78 (s, 1H), 7.73 (d, J=8.7 Hz, 2H), 7.67 (d, J=8.7 Hz, 2H), 7.46 (d, J=7.2 Hz, 1H), 6.25-6.14 (m, 2H), 4.30-4.26 (m, 1H), 3.07 (s, 1H), 2.98 (s, 1H), 1.96-1.88 (m, 1H), 1.69 (d, J=9.0 Hz, 1H), 1.51 (d, J=8.7 Hz, 1H), 1.46-1.40(m, 1H).

Sources & evidence

ORD record
ord-ae97324cfaf54aac97c4dcb0ae80abb5
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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