6-Methyl-2-pyridinecarboxaldehyde → HCID 86587369, compound

HRID 1007268Notes

Reaction equation

HRID 1007268 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].[CH3:13][C:14]1[N:19]=[C:18]([CH:20]=O)[CH:17]=[CH:16][CH:15]=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:20][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:13])[N:19]=1

Participants

3

Reactant 2

HCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Product 1

HCID 86587369HCID 86587369, 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, 0.545 mmol) and 6-methyl-2-pyridine carboxaldehyde (66 mg, 0.545 mmol) similar to Example 3 and isolated as a pale white solid (83 mg, 53%). 1H NMR (CDCl3): 10.46 (s, 1H), 8.00 (s, 1H), 7.68-7.61 (m, 3H), 7.15 (dd, J=2.1, 6.3 Hz, 1H), 6.22-6.13 (m, 2H), 4.28 (s, 1H), 3.07 (s, 1H), 2.94 (s, 1H), 1.91-1.83 (m, 1H), 2.57 (s, 3H), 1.64 (d, J=9.0 Hz, 1H), 1.53 (d, J=8.7 Hz, 1H), 1.49-1.43 (m, 1H).

Sources & evidence

ORD record
ord-7e7c5d26c0db4ac5acd1f41a73540a5b
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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