2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 23462890, compound

HRID 2286402Notes

Reaction equation

[BrH:1].[OH:2][C:3]1[C:14]([OH:15])=[CH:13][C:6]2[CH2:7][CH2:8][N:9]([CH3:12])[CH2:10][CH2:11][C:5]=2[C:4]=1[C:16]([F:19])([F:18])[F:17].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl.[C:34]1([SH:40])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[BrH:1].[OH:15][C:14]1[C:3]([OH:2])=[C:4]([C:16]([F:19])([F:17])[F:18])[C:5]2[CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH2:7][C:6]=2[C:13]=1[S:40][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

Reactant 3

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinone

HCID 7969Thiophenol

HCID 23462868HCID 23462868, compound

Product 1

HCID 23462890HCID 23462890, compound

Procedure

Following the procedures outlined in Example 2 the 7,8-dihydroxy-3-methyl-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide is treated with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to give the 7,8-dione which is then reacted with, for example, thiophenol to yield 7,8-dihydroxy-3-methyl-6-phenylthio-9-trifluoromethyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide.

Workup

customto give the 7,8-dione which

Sources & evidence

ORD record: ord-652dcd352a8f4b308dd92e94bd5da095
Source dataset: uspto-grants-1981_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04265890

Reaction notes

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