2-Pyridinecarboxaldehyde → Hydrazinecarbothioamide, N-ethyl-2-(2-pyridinylmethylene)-

HRID 1007271Notes

Reaction equation

HRID 1007271 reaction equation
[CH2:1]([NH:3][C:4](=[S:7])[NH:5][NH2:6])[CH3:2].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]=O>>[CH2:1]([NH:3][C:4](=[S:7])[NH:5][N:6]=[CH:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][N:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 15517804-Ethyl-3-thiosemicarbazide

Product 1

HCID 3005120Hydrazinecarbothioamide, N-ethyl-2-(2-pyridinylmethylene)-

Procedure

The title compound was prepared from 4-ethyl-3-thiosemicarbazide (100 mg, 0.838 mmol) and 2-pyridinecarboxaldehyde (80 μL, 0.838 mmol) similar to Example 3 and isolated as a white solid (137 mg, 78%). 1H NMR (DMSO-d6): 11.65 (s, 1H), 8.72 (t, J=5.4 Hz, 1H), 8.58-8.55 (m, 1H), 8.27 (dd, J=1.1, 8.1 Hz, 1H), 8.09 (s, 1H), 7.88-7.82 (m, 1H), 7.40-7.36 (m, 1H), 3.65-3.56 (m, 2H), 1.16 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-d0d0d0bc981848229652d06e8c2b8ea6
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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