Phenethylamine → HCID 60207334, compound

HRID 1192117Notes

Reaction equation

HRID 1192117 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].[CH2:21]([NH2:29])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[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:29][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207334HCID 60207334, 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 (60 mg, 0.17 mmol) and phenethyl amine (78 mg, 0.68 mmol). The title compound was obtained as a yellow solid (70 mg, 91% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (3H, m), 8.39 (1H, s), 7.27 (2H, m), 7.19 (3H, m), 3.42 (2H, m), 2.80 (2H, m). MS m/z: 452.24, 454.26 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6542dc777d2f47e7b80e75dc83799d9e
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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