Benzenemethanamine, 3-chloro- → HCID 46932607, compound

HRID 1192089Notes

Reaction equation

HRID 1192089 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:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25][NH2:26]>>[Cl:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25][NH:26][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 77802Benzenemethanamine, 3-chloro-HCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932607HCID 46932607, 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 3-chloro benzylamine (45 mg, 0.32 mmol). The title compound was obtained as a solid (66 mg, 50% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.41 (1H, m), 8.98 (2H, m), 8.47 (1H, s), 7.34 (3H, m), 7.24 (1H, m), 4.39 (2H, m). MS m/z: 471.98, 473.99 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-38d9ac8baab54bac9091ea2bcc24581e
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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