3-(aminomethyl)-N,N-dimethylaniline → HCID 60207378, compound

HRID 1192160Notes

Reaction equation

HRID 1192160 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].[CH3:21][N:22]([CH3:31])[C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26][NH2:27]>>[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:27][CH2:26][C:25]2[CH:28]=[CH:29][CH:30]=[C:23]([N:22]([CH3:31])[CH3:21])[CH:24]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 27609383-(aminomethyl)-N,N-dimethylanilineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207378HCID 60207378, 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 3-dimethylamino-benzylamine (58.3 mg, 0.39 mmol). The title compound was obtained as a solid (98.2 mg, 51% yield). 1H NMR (400 MHz; d6-DMSO) δ: 9.31 (1H, m), 8.98 (2H, s), 8.49 (1H, s), 7.11 (1H, m), 6.63 (2H, m), 6.55 (1H, m), 4.33 (2H, m), 2.86 (6H, s). MS m/z: 483.10, 485.11 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-88ca87a4898c4e14aef38b4f666fb373
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…