2-Methoxybenzylamine → HCID 46932516, compound

HRID 1192084Notes

Reaction equation

HRID 1192084 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:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH2:25][NH2:26]>>[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:26][CH2:25][C:24]2[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=2[O:22][CH3:21])=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 812922-MethoxybenzylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932516HCID 46932516, 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 (0.1 mg, 0.28 mmol) and 2-methoxy-benzylamine (46 mg, 0.33 mmol). The title compound was obtained as a yellow solid (25.0 mg, 19.0% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.20 (1H, m), 8.98 (2H, s), 8.58 (1H, s), 7.25 (1H, m), 7.18 (1H, m), 7.00 (1H, m), 6.90 (1H, m), 4.36 (2H, m), 3.79 (3H, s). MS m/z: 468.05, 470.05 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6b92ad5467794034a181fd09ae52ddb2
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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