(3,5-Dimethoxyphenyl)methanamine → HCID 46932709, compound

HRID 1192100Notes

Reaction equation

HRID 1192100 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]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:28]=[C:29]([O:31][CH3:32])[CH:30]=1)[CH2:26][NH2:27]>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:27][CH2:26][C:25]2[CH:28]=[C:29]([O:31][CH3:32])[CH:30]=[C:23]([O:22][CH3:21])[CH:24]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 420973(3,5-Dimethoxyphenyl)methanamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932709HCID 46932709, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (145 mg, 0.41 mmol) and 3,5-dimethoxy benzylamine (65 mg, 0.39 mmol). The title compound was obtained as a solid (55 mg, 34% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.35 (1H, m), 8.98 (2H, m), 8.48 (1H, s), 6.43 (2H, m), 6.38 (1H, m), 4.32 (2H, m), 3.70 (6H, m). MS m/z: 498.16, 500.08 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-40b1c96794f340bbb4d61213c49685f5
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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