Bromine → HCID 13084274、化合物

HRID 1164323ノート

反応式

HRID 1164323 の反応式
[S:1]=[C:2]1[C:10]2[CH:11]=[CH:12][CH:13]=[C:8]3[C:9]=2[C:4](=[CH:5][CH:6]=[CH:7]3)[N:3]1[CH2:14][C:15]([OH:17])=[O:16].[Br:18]Br>C(O)(=O)C>[Br:18][C:7]1[C:8]2[C:9]3[C:4](=[CH:5][CH:6]=1)[N:3]([CH2:14][C:15]([OH:17])=[O:16])[C:2](=[S:1])[C:10]=3[CH:11]=[CH:12][CH:13]=2

参加物

4

反応物 2

HCID 24408BromineHCID 3069842Benz(cd)indole-1(2H)-acetic acid, 2-thioxo-

生成物 1

HCID 13084274HCID 13084274、化合物収率 53.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒3 回

実験手順

To a suspension of 2-thioxo-benz[cd]indole-1(2H)-acetic acid (4.2 g, 17.26 mmol, described in Example 6), in glacial acetic acid (80 mL) was added a solution of bromine (3.59 g, 22.44 mmol) in glacial acetic acid (20 mL) in two portions with mechanical stirring within one hour. After initial clearing of the suspension, a heavy precipitate was formed. More acetic acid (60 mL) was added in order to make stirring more efficient. The mixture was filtered and the precipitate was washed twice with water (150 mL), dried, crystallized from ethanol-water giving 4.7 g in two crops and recrystallized from methanol to give 3.0 g of the title compound, identical in all respects to that prepared in Example 6.

後処理

  1. customAfter initial clearing of the suspension, a heavy precipitate was formed
  2. stirringto make stirring more efficient
  3. filtrationThe mixture was filtered
  4. washthe precipitate was washed twice with water (150 mL)
  5. customdried
  6. customcrystallized from ethanol-water giving 4.7 g in two crops
  7. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-cbfef29a390e4c1eac9e45e23170dc9d
出典データセット
uspto-grants-1983_01
特許番号
US04369188

反応ノート

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