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2,8-Dibromo-3,7-dinitrodibenzothiophene-5-oxide → Dibenzothiophene, 2,8-dibromo-3,7-dinitro-, 5,5-dioxide

HRID 376731
ノート
印刷プレビュー

反応式

HRID 376731 の反応式
[Br:1][C:2]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:5]2[S:6](=[O:17])[C:7]3[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([Br:16])=[CH:9][C:8]=3[C:4]=2[CH:3]=1.BrC1C([N+]([O-])=O)=CC2S(=[O:36])C3C=CC(Br)=CC=3C=2C=1.I([O-])(=O)(=O)=O.[Na+]>[Ru](Cl)(Cl)Cl.O.O1CCCC1.C(#N)C.O1CCOCC1.C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:5]2[S:6](=[O:36])(=[O:17])[C:7]3[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([Br:16])=[CH:9][C:8]=3[C:4]=2[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

10

反応物 3

HCID 158859092,8-Dibromo-3,7-dinitrodibenzothiophene-5-oxideHCID 158859102,8-Dibromo-3-nitrodibenzothiophene-5-oxideHCID 23667635Sodium periodate

生成物 1

HCID 4571975Dibenzothiophene, 2,8-dibromo-3,7-dinitro-, 5,5-dioxide

試薬・触媒・溶媒 6

HCID 61850Ruthenium trichloride触媒
HCID 962
Water
溶媒
3 回
HCID 5943Carbon Tetrachloride溶媒
HCID 6342Acetonitrile溶媒2 回
HCID 8028Tetrahydrofuran溶媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
45 °C

実験手順

Referring to Scheme II, a mixture of 2,8-dibromo-3,7-dinitrodibenzothiophene-5-oxide 3a and 2,8-dibromo-3-nitrodibenzothiophene-5-oxide 3b was treated in a heterogeneous solvent mixture which include but not limited to acetonitrile, carbon tetrachloride and water, p-dioxane and water, acetonitrile, tetrahydrofuran and water; with an oxidizing agent which include but not limited to sodium periodate and ruthenium(III) chloride; stirred at a temperature range from 15-75° C. until completion as indicated by TLC to yield 2,8-dibromo-3,7-dinitrodibenzothiophene-5,5-dioxide 9 as the isolated product. Treating 2,8-dibromo-3,7-dinitrodibenzothiophen-5,5-dioxide 9 with a reducing agent which include but are not limited to powdered iron, tin (II) chloride, zinc metal or palladium on charcoal with hydrogen in alcoholic solvents which include but are not limited to methyl alcohol, ethyl alcohol, propyl alcohol or 2-methoxy-ethanol and the like; and an organic acid which includes but is not limited to acetic acid; at a temperature range from 50-120° C. for about 2 hours or until completion to give 2,8-dibromo-5,5-dioxo-5H-5λ6 -dibenzothiophene-3,7-diamine 10.

後処理

  1. additionwas treated in a heterogeneous solvent mixture which

出典と根拠

ORDレコード
ord-15bd87a547b04673893d78ec055368d6
出典データセット
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06022307

反応ノート

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