p-Toluenesulfonic acid → HCID 18331844, compound

HRID 2270510Notes

Reaction equation

HRID 2270510 reaction equation
C(NCCC)CC.[NH2:8][S:9]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[CH2:20][C:19](=O)[CH2:18][CH2:17]2)(=[O:11])=[O:10].[C:23]1([CH2:29][CH2:30][CH2:31][NH2:32])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1.C(O)C.[Pt]=O>[NH2:8][S:9]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[CH2:20][CH:19]([NH:32][CH2:31][CH2:30][CH2:29][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:18][CH2:17]2)(=[O:11])=[O:10]

Participants

8

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 8902DipropylamineHCID 162593-PhenylpropylamineHCID 183317467-Oxo-5,6,7,8-tetrahydronaphthalene-1-sulfonamide

Product 1

HCID 18331844HCID 18331844, compoundYield 99.3%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 241BenzeneSolventHCID 702EthanolSolvent

Procedure

The compound was prepared in a manner similar to the preparation of the dipropylamine above using 8-aminosulfonyl-2-tetralone (1.13 g, 5.0 mmol), 3-phenyl-1-propylamine (0.75 ml, 5.3 mmol), p-toluenesulfonic acid (0.10 g, 0.53 mmol), and platinum oxide (0.30 g) in benzene (20 mls) and ethanol (35 mls) to give a solid (1.71 g). The compound was crystallized from acetonitrile and converted to the hydrochloride salt as above. (m.p. 105-130° C.).

Sources & evidence

ORD record
ord-dddbfab1199e4de882e9fad3f8c055f0
Source dataset
uspto-grants-2001_12
Patent number
US06331636B1

Reaction notes

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