2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 23462888, compound

HRID 2286390Notes

Reaction equation

HRID 2286390 reaction equation
[BrH:1].[CH2:2]([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[C:13]([OH:17])[C:14]([OH:16])=[CH:15][C:8]=2[CH2:7][CH2:6]1)[CH:3]=[CH2:4].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl.[C:32]1([SH:38])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[BrH:1].[CH2:2]([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[C:13]([OH:17])[C:14]([OH:16])=[C:15]([S:38][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:8]=2[CH2:7][CH2:6]1)[CH:3]=[CH2:4]

Participants

4

Reactant 3

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 7969ThiophenolHCID 23462886HCID 23462886, compound

Product 1

HCID 23462888HCID 23462888, compound

Procedure

Following the procedures outlined in Example 2 the 3-allyl-7,8-dihydroxy-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide was treated with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to give the 7,8-dione which was then reacted with, for example, thiophenol to obtain the corresponding 3-allyl-7,8-dihydroxy-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide, m.p. 103°-123° C.

Workup

  1. customto give the 7,8-dione which

Sources & evidence

ORD record
ord-c7427647025847b6b59f0c3dfae73067
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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