2-Chlorobenzylamine → HCID 46932609, compound

HRID 1192092Notes

Reaction equation

HRID 1192092 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].[Cl:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24][NH2:25]>>[Cl:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24][NH:25][C:14]([C:12]1[S:13][C:9]([S:8][C:7]2[C:6]([Cl:20])=[CH:5][N:4]=[CH:3][C:2]=2[Cl:1])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=1)=[O:16]

Participants

3

Reactant 2

HCID 666482-ChlorobenzylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932609HCID 46932609, 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 (100 mg, 0.28 mmol) and 2-chloro benzylamine (45 mg, 0.32 mmol). The title compound was obtained as a solid (29 mg, 22% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.36 (1H, m), 8.98 (2H, m), 8.53 (1H, s), 7.45 (1H, m), 7.33 (3H, m), 4.46 (2H, m). MS m/z: 471.97, 473.95 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2c98d80df7984738b8daad3699240b7c
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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