4,5,6,7-Tetrahydro-4-oxothionaphthene → 4,5,6,7-Tetrahydro-1-benzothiophen-4-amine

HRID 1612191Notes

Reaction equation

HRID 1612191 reaction equation
O1[C:5]2[CH2:6][CH2:7][CH2:8][CH:9]([NH2:10])[C:4]=2[CH:3]=[CH:2]1.[S:11]1C2CCCC(=O)C=2C=C1>>[S:11]1[C:5]2[CH2:6][CH2:7][CH2:8][CH:9]([NH2:10])[C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 834184,5,6,7-Tetrahydro-4-oxothionaphtheneHCID 185251714,5,6,7-Tetrahydro-1-benzofuran-4-amine

Product 1

HCID 42163724,5,6,7-Tetrahydro-1-benzothiophen-4-amine

Procedure

Following the procedure for the preparation of 4,5,6,7-tetrahydro-1-benzofuran-4-amine but substituting 6,7-dihydro-1-benzothiophen-4(5H)-one and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.09, 7.02, 3.95, 2.79, 2.03, 1.85, 1.62; 13C NMR (100 MHz, CDCl3) δ 140.51, 137.18, 126.77, 122.66, 47.96, 34.24, 25.48, 21.48;

Sources & evidence

ORD record
ord-b300663d8bdc4ffcbe808d9c98e0762b
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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