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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → HCID 178518989, 화합물

HRID 241579
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HRID 241579 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8]O)=[O:7])=[C:4]([OH:12])[CH:3]=1.N#N.O=S(Cl)Cl.Cl>O1CCOCC1.CCN(CC)CC.O1CCCC1>[OH:7][C:6]1[C:5]2[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][C:4]=2[O:12][N:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 24386Thionyl ChlorideHCID 27818484-chloro-N,2-dihydroxybenzamide

생성물 1

HCID 178518989HCID 178518989, 화합물수율 89.8%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매
HCID 8471
Triethylamine
용매
HCID 312751,4-Dioxane용매

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온도
30 °C

실험 절차

4-chloro-N,2-dihydroxy-benzamide (8 g, 42.7 mmol) is added to 10 ml of tetrahydrofuran under coverage of N2, while maintaining the temperature inside vessel lower than 30° C. and thereto is drop-added slowly 10 ml of SOCl2. After completion of drop-addition, the reaction is stirred for 30 minutes and evaporated to dryness. The residual SOCl2 is removed by azeotropic distillation with anhydrous benzene. The reaction is evaporated to dryness to obtain a yellow powder, which is dissolved in 10 ml of dioxane, while maintaining the temperature inside vessel at lower than 30° C., and thereto is drop-added slowly 5 ml of Et3N and stirred for 30 minutes, then thereto is drop-added 10% hydrochloric acid to pH=2. Under stirred, a large amount of light yellow deposit precipitates and is filtered out and recrystallized in methanol to obtain 6.50 g of 3-hydroxy-6-chloro-benzisoxazole, with a yield of 89%.

후처리

  1. additionAfter completion of drop-addition
  2. customevaporated to dryness
  3. customThe residual SOCl2 is removed by azeotropic distillation with anhydrous benzene
  4. customThe reaction is evaporated to dryness
  5. customto obtain a yellow powder, which
  6. temperaturewhile maintaining the temperature inside vessel at lower than 30° C.
  7. stirringstirred for 30 minutes
  8. stirringUnder stirred
  9. customa large amount of light yellow deposit precipitates
  10. filtrationis filtered out
  11. customrecrystallized in methanol

출처 및 근거

ORD 기록
ord-00d57327d2284c72a0b8ce2b3d58fa3e
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08653069B2

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