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

HRID 1007270Notes

Reaction equation

HRID 1007270 reaction equation
[CH2:1]([NH:8][C:9](=[S:12])[NH:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]=O>>[CH2:1]([NH:8][C:9](=[S:12])[NH:10][N:11]=[CH:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 7371353-Amino-1-benzylthiourea

Product 1

HCID 15503834-Benzyl-1-(pyridin-2-ylmethylidene)thiosemicarbazide

Procedure

The title compound was prepared from a mixture of 4-benzylthiosemicarbazide (100 mg, 0.552 mmol) and 2-pyridinecarboxaldehyde (52 μL, 0.552 mmol) similar to Example 3 and isolated as a pale white solid (83 mg, 59%). 1H NMR (DMSO-d6): 11.84 (s, 1H), 9.27 (t, J=5.7 Hz, 1H), 8.57 (d, J=4.8 Hz, 1H), 8.30 (d, J=8.1 Hz, 1H), 8.13 (s, 1H), 7.83 (t, J=7.7 Hz, 1H), 7.40-7.31 (m, 3H), 7.26 (d, J=4.8 Hz, 1H), 4.86 (d, J=6.0 Hz, 2H).

Sources & evidence

ORD record
ord-136ea58e3b8d43c0a0e061aab5423271
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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