6,7-Dichloro-1,2,3,4-tetrahydro-4-oxo-1-naphthoyl chloride → 4-(6,7-Dichloro 1,2,3,4-tetrahydro-4-oxo-1-naphthoyl)-3-(piperidinomethyl)thiomorpholine hydrochloride

HRID 326751Notes

Reaction equation

HRID 326751 reaction equation
[N:1]1([CH2:7][CH:8]2[CH2:13][S:12][CH2:11][CH2:10][NH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[Cl:25])[CH:21]([C:26](Cl)=[O:27])[CH2:20][CH2:19][C:18]2=[O:29]>C(N(CC)CC)C>[ClH:14].[Cl:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[Cl:25])[CH:21]([C:26]([N:9]1[CH2:10][CH2:11][S:12][CH2:13][CH:8]1[CH2:7][N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)=[O:27])[CH2:20][CH2:19][C:18]2=[O:29]

Participants

4

Reactant 2

HCID 153428716,7-Dichloro-1,2,3,4-tetrahydro-4-oxo-1-naphthoyl chlorideHCID 189151213-(Piperidinomethyl)thiomorpholine

Product 1

HCID 189149834-(6,7-Dichloro 1,2,3,4-tetrahydro-4-oxo-1-naphthoyl)-3-(piperidinomethyl)thiomorpholine hydrochlorideYield 121.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 24 was repeated, but using 2.0 g of 3-(piperidinomethyl)thiomorpholine, 2.2 ml of triethylamine and 3.52 g of 6,7-dichloro-1,2,3,4-tetrahydro-4-oxo-1-naphthoyl chloride, to afford 3.67 g of the title compound, melting at 245°-254° C. (dec.).

Sources & evidence

ORD record
ord-9852ed57ad2648e5b345dd1dd72b83a1
Source dataset
uspto-grants-1993_12
Patent number
US05270327

Reaction notes

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