2-(2-Bromo-phenylsulfanyl)-5-nitro-benzenesulfinic acid → 1-Bromo-7-nitro-thianthrene

HRID 33790ノート

反応式

HRID 33790 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[S:18](O)=O>CS(O)(=O)=O>[Br:1][C:2]1[C:3]2[S:8][C:9]3[C:10](=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=3)[S:18][C:4]=2[CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 1

HCID 597974372-(2-Bromo-phenylsulfanyl)-5-nitro-benzenesulfinic acid

生成物 1

HCID 597974311-Bromo-7-nitro-thianthrene収率 61%

試薬・触媒・溶媒 1

HCID 6395Methanesulfonic Acid溶媒

反応条件

温度
50 °C

実験手順

2-(2-Bromo-phenylsulfanyl)-5-nitro-benzenesulfinic acid (208.5 g, 557 mmol) thinly ground was dissolved slowly in methanesulfonic acid (2 litre) with stirring. The mixture was stirred and heated at 50° C. for 17 hours. The solution was poured onto ice (5 L) with stirring, then filtered and the solid collected. The residue was suspended in water (500 ml) and then basified to pH 8 with concentrated ammonia. The solid was then filtered, suspended into methanol (1 L) and filtered again. The solid was then dried in a desiccator under vacuum to give the title compound (115 g, 61%). m/z (LC-MS, ESP), RT=5.53 min (no ionisation). 1HNMR (300 MHz, CDCl3): δH=7.15 (1H, t), 7.45 (1H, dd), 7.58 (1H, dd), 7.67 (1H, d), 8.11 (1H, dd), 8.31 (1H, d).

後処理

  1. stirringThe mixture was stirred
  2. additionThe solution was poured onto ice (5 L)
  3. stirringwith stirring
  4. filtrationfiltered
  5. customthe solid collected
  6. filtrationThe solid was then filtered
  7. filtrationfiltered again
  8. customThe solid was then dried in a desiccator under vacuum

出典と根拠

ORDレコード
ord-69d6f414d90c4ac1b9a35650a68ff838
出典データセット
uspto-grants-2008_09
特許番号
US07429660B2

反応ノート

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