Benzenamine, 4-(4-morpholinyl)- → HCID 60207386, compound

HRID 1192170Notes

Reaction equation

HRID 1192170 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[O:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=2)[CH2:23][CH2:22]1>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:31][C:30]2[CH:29]=[CH:28][C:27]([N:24]3[CH2:25][CH2:26][O:21][CH2:22][CH2:23]3)=[CH:33][CH:32]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 60207386HCID 60207386, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and 4-morpholinoaniline (69 mg, 0.39 mmol). The title compound was obtained as a solid (70 mg, 44% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.41 (1H, m), 9.00 (2H, s), 8.67 (1H, s), 7.51 (2H, m), 6.94 (2H, m), 3.72 (4H, m), 3.06 (4H, m). MS m/z: 509.15, 511.13 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f34685cbcfb94469b7b76694fabc04d2
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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