Triethylamine → HCID 178514717, compound

HRID 2236924Notes

Reaction equation

HRID 2236924 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15].Cl.NC[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH-:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1.C([N:32](CC)CC)C>>[O:14]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4](=[CH:3][NH:32][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:22][CH:21]=2)[C:5](=[O:15])[NH:6]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 686923374-Methoxymethylene-4H-isoquinoline-1,3-dioneHCID 86619607HCID 86619607, compound

Product 1

HCID 178514717HCID 178514717, compound

Conditions

Temperature
115 °C

Procedure

To a suspension of 4-Methoxymethylene-4H-isoquinoline-1,3-dione (507 mg, 2.5 mmol) in N,N-dimethylformate (250 μL) is added 4-aminoethylbenzene sulfonylamide hydrochloride (556 mg, 2.5 mmol) and triethylamine (525 μL). The reaction mixture is shaken at 115° C. for 1.5 hours, then concentrated. Ethyl acetate is added to the solid residue that remained and the solid is recovered by filtration, rinsing with diethyl ether, and drying to yield 660.8 mg of 4-{[(1,3-Dioxo-2,3-dihydro-1H-isoquinolin-4-ylidenemethyl)-amino]-methyl}benzenesulfonamide.

Workup

  1. concentrationconcentrated
  2. additionEthyl acetate is added to the solid residue that
  3. filtrationthe solid is recovered by filtration
  4. washrinsing with diethyl ether
  5. customdrying

Sources & evidence

ORD record
ord-9b0b3ea3c82b41ffbf29c1ff9d2c250b
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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