Bromine → HCID 13084274, 화합물

HRID 1164323노트

반응식

HRID 1164323 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 13084274HCID 13084274, 화합물수율 53.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매3회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cbfef29a390e4c1eac9e45e23170dc9d
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04369188

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