Thiochroman-4-one → 3,4-dihydro-2H-thiochromen-4-amine

HRID 1612165Notes

Reaction equation

HRID 1612165 reaction equation
O1C2CCCC([NH2:10])C=2C=C1.[S:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=O)[CH2:13][CH2:12]1>>[S:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]([NH2:10])[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 19048Thiochroman-4-oneHCID 185251714,5,6,7-Tetrahydro-1-benzofuran-4-amine

Product 1

HCID 859213,4-dihydro-2H-thiochromen-4-amine

Procedure

Following the procedure for the preparation of 4,5,6,7-tetrahydro-1-benzofuran-4-amine but substituting 2,3-dihydro-4H-thiochromen-4-one and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ 7.30, 7.07, 4.07, 3.28, 2.96, 2.16, 1.61; (MS/CI) calcd for C9H11NS+H 166.3, found 166.3.

Sources & evidence

ORD record
ord-60d73d4c3400429db0dab59504d83f1e
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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