Thiomorpholine → N-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoyl]thiomorpholine

HRID 496357Notes

Reaction equation

HRID 496357 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:23])[C:5]([CH3:22])=[C:6]([CH2:12][C:13]2[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10].[NH:24]1[CH2:29][CH2:28][S:27][CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]1[C:4](=[O:23])[C:5]([CH3:22])=[C:6]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([N:24]3[CH2:29][CH2:28][S:27][CH2:26][CH2:25]3)=[O:18])=[CH:20][CH:21]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 67164ThiomorpholineHCID 99488164-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid

Product 1

HCID 9822366N-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoyl]thiomorpholineYield 51%

Procedure

4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid (100 mg, 0.32 mmol) obtained in Example 21 and thiomorpholine (0.035 ml, 0.35 mmol) were used, and a method similar to that described in Example 24 was employed to obtain the title compound (65 mg, 0.16 mmol, yield 51%).

Sources & evidence

ORD record
ord-d6f32bc083b84e99803f8a8fd7d537d6
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

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