3-Methylbenzylamine → HCID 67494756, compound

HRID 1192163Notes

Reaction equation

HRID 1192163 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](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH3:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25][NH2:26]>>[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]([NH:26][CH2:25][C:24]2[CH:27]=[CH:28][CH:29]=[C:22]([CH3:21])[CH:23]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 660153-MethylbenzylamineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 67494756HCID 67494756, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and 3-methylbenzylamine (47.0 mg, 0.39 mmol). The title compound was obtained as a solid (35 mg, 24% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.36 (1H, m), 8.99 (2H, s), 8.48 (1H, s), 7.20 (1H, m), 7.09 (3H, m), 4.35 (2H, m), 2.27 (3H, s). MS m/z: 452.12, 454.14 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-01ecb484b73140f99a97440994d3c55c
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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