2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one

HRID 649969Notes

Reaction equation

HRID 649969 reaction equation
[CH3:1][C:2]1[CH:20]=[CH:19][C:5]2[NH:6][C:7](=[O:18])[C:8]3[C:13]4[CH2:14][CH2:15][CH2:16][CH2:17][C:12]=4[S:11][C:9]=3[O:10][C:4]=2[CH:3]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1C=CC=CC=1>[CH3:1][C:2]1[CH:20]=[CH:19][C:5]2[NH:6][C:7](=[O:18])[C:8]3[C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=4[S:11][C:9]=3[O:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 184221561,2,3,4-tetrahydro-8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one

Product 1

HCID 184222278-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-oneYield 81.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In the same manner as in Example 77 and using 1,2,3,4-tetrahydro-8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one (1.87 g), dichlorodicyano-p-benzoquinone (3.1 g) and benzene (55 ml), 8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one (1.5 g) was obtained.

Sources & evidence

ORD record
ord-36e237753cd745d0a8135dba99bfdf0b
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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