4-Pyridinecarboxaldehyde → HCID 85068556, compound

HRID 1007255Notes

Reaction equation

HRID 1007255 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].[N:13]1[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=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:19][C:16]1[CH:17]=[CH:18][N:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Product 1

HCID 85068556HCID 85068556, 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, 0.55 mmol) and 4-pyridine-carboxaldehyde (54 μL, 0.56 mmol) similar to Example 1 and isolated as a white solid (30 mg, 20%). 1H NMR (CDCl3): 10.74 (s, 1H), 8.66 (dd, J=1.5, 4.5 Hz, 2H), 7.93 (s, 1H), 7.51 (s, 1H), 7.48 (dd, J=1.5, 4.5 Hz, 2H), 6.24-6.13 (m, 2H), 4.29-4.24 (m, 1H), 3.05 (s, 1H), 2.97 (s, 1H), 1.94-1.87(m, 1H), 1.68 (d, J=9.0 Hz, 1H), 1.50(d, J=9.0 Hz, 1H), 1.45-1.39 (m, 1H).

Sources & evidence

ORD record
ord-011fcf3a0c0446f68290577660c36c57
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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