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

HRID 33790노트

반응식

HRID 33790 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

HCID 597974311-Bromo-7-nitro-thianthrene수율 61%

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid용매

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-69d6f414d90c4ac1b9a35650a68ff838
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429660B2

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