3-Nitrobenzaldehyde → HCID 86587365, compound

HRID 1007265Notes

Reaction equation

HRID 1007265 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]([C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH:19]=O)([O-:15])=[O:14]>>[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:18]1[CH:21]=[CH:22][CH:23]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=1

Participants

3

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Product 1

HCID 86587365HCID 86587365, 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, 0.56 mmol) and 3-nitrobenzaldehyde (85 mg, 0.56 mmol) similar to Example 3 and isolated as a yellow solid (68 mg, 38%). 1H NMR (CDCl3): 9.82 (s, 1H), 8.48 (t, J=1.8 Hz, 1H), 8.28-8.25 (m, 1H), 7.96 (s, 1H), 7.93 (s, 1H), 7.56 (t, J=8.1 Hz, 1H), 7.47 (d, J=7.2 Hz, 1H), 6.26-6.16 (m, 2H), 4.32-4.25 (m, 1H), 3.09 (s, 1H), 3.00 (s, 1H), 1.97-1.90 (m, 1H), 1.70 (d, J=9.0 Hz, 1H), 1.53 (d, J=9.3 Hz, 1H), 1.49-1.43 (m, 1H).

Sources & evidence

ORD record
ord-b23b6b0c0b70442e98e34a0c83167bf1
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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