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

HRID 649976Notes

Reaction equation

HRID 649976 reaction equation
[CH2:1]1[C:6]2[C:7]3[C:13](=[O:14])[NH:12][C:11]4[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=4[S:9][C:8]=3[S:19][C:5]=2[CH2:4][CH2:3][CH2:2]1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1(C)C=CC=CC=1>[CH:1]1[C:6]2[C:7]3[C:13](=[O:14])[NH:12][C:11]4[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=4[S:9][C:8]=3[S:19][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 184221671,2,3,4-tetrahydro[1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-one

Product 1

HCID 18422154[1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-oneYield 42.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In the same manner as in Example 77 and using 1,2,3,4-tetrahydro[1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-one (1.2 g), dichlorodicyano-p-benzoquinone (2.1 g) and toluene (20 ml), [1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-one (500 mg) was obtained.

Sources & evidence

ORD record
ord-bf705adcdc824467a8534179e3771ae5
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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