2-Pyridinecarboxaldehyde → 4-Cyclohexyl-1-(pyridin-2-ylmethylidene)thiosemicarbazide

HRID 1007269Notes

Reaction equation

HRID 1007269 reaction equation
[CH:1]1([NH:7][C:8](=[S:11])[NH:9][NH2:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]=O>>[CH:1]1([NH:7][C:8](=[S:11])[NH:9][N:10]=[CH:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 722813Hydrazinecarbothioamide, N-cyclohexyl-

Product 1

HCID 30057754-Cyclohexyl-1-(pyridin-2-ylmethylidene)thiosemicarbazide

Procedure

The title compound was prepared from a mixture of 4-cyclohexyl-3-thiosemicarbazide (100 mg, 0.577 mmol) and 2-pyridinecarboxaldehyde (55 μL, 0.577 mmol) similar to Example 3 and isolated as a white solid (40 mg, 26%). 1H NMR (CDCl3): 9.16 (s, 1H), 8.65-8.63 (m, 1H), 7.87-7.85 (m, 2H), 7.78-7.73 (m, 1H), 7.38 (d, J=7.2 Hz, 1H), 7.34-7.27 (m, 1H), 4.344.27 (m, 1H), 2.18-2.12 (m, 2H), 1.82-1.75 (m, 2H), 1.50-1.22 (m, 6H).

Sources & evidence

ORD record
ord-3e9edf0723a04d54b9f188874f339fcb
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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