4-Morpholino-3-nitrobenzaldehyde → HCID 85325821, compound

HRID 1007281Notes

Reaction equation

HRID 1007281 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].[O:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][C:20]=2[N+:27]([O-:29])=[O:28])[CH2:15][CH2:14]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:23][C:22]1[CH:25]=[CH:26][C:19]([N:16]2[CH2:15][CH2:14][O:13][CH2:18][CH2:17]2)=[C:20]([N+:27]([O-:29])=[O:28])[CH:21]=1

Participants

3

Reactant 2

HCID 27370094-Morpholino-3-nitrobenzaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Product 1

HCID 85325821HCID 85325821, compound

Procedure

The title compound was prepared from a mixture of N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide (35 mg, 0.21 mmol) and 4-morpholino-3-nitrobenzaldehyde (68 mg, 0.287 mmol) similar to Example 3 and isolated as a yellow solid (42 mg, 52%). 1H NMR (CDCl3): 9.91 (s, 1H), 7.90 (d, J=2.1 Hz, 1H), 7.22 (s, 1H), 7.58 (dd, J=8.8, 2.4 Hz, 1H), 7.18 (d, J=2.4 Hz, 1H), 7.01 (d, J=8.8 Hz, 1H), 6.10 (ddd, J=8.1, 5.1, 2.7 Hz, 2H), 4.27 (t, J=8.7 Hz, 1H), 3.75-3.72 (m, 4H), 3.02-2.99 (m, 4H), 2.93 (s, 1H), 2.85 (s, 1H), 1.82 (ddd, J=7.6, 7.0, 2.4 Hz, 1H), 1.57 (m, 1H), 1.39-1.28 (m, 2H).

Sources & evidence

ORD record
ord-fa13046100b64e33ba7a24842a04e41c
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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