Acetic Acid → 4-Methyl-2,1,3-benzothiadiazol-5-amine

HRID 2110497노트

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HRID 2110497 반응식
[CH3:1][C:2]1[C:7]2=[N:8][S:9][N:10]=[C:6]2[CH:5]=[CH:4][C:3]=1[N+:11]([O-])=O.C(O)(=O)C.O>C1COCC1.[Fe]>[CH3:1][C:2]1[C:7]2=[N:8][S:9][N:10]=[C:6]2[CH:5]=[CH:4][C:3]=1[NH2:11]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 962WaterHCID 6764462,1,3-Benzothiadiazole, 4-methyl-5-nitro-

생성물 1

HCID 41871374-Methyl-2,1,3-benzothiadiazol-5-amine수율 92.7%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

4-Methyl-5-nitro-benzo[1,2,5]thiadiazole (1.4 g, 7.18 mmol) was dissolved in THF (10 mL), acetic acid (1 mL) and water (21 mL) and iron powder (1.4 g, 25.0 mmol, 325 Mesh) was added. The reaction mixture was heated at 80° C. for 1.5 h, cooled to rt and filtered though celite to remove the iron powder. The solution was extracted with CHCl3 (2×250 mL). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to give compound 839C (1.1 g) as a light brown solid.

후처리

  1. temperaturecooled to rt
  2. filtrationfiltered though celite
  3. customto remove the iron powder
  4. extractionThe solution was extracted with CHCl3 (2×250 mL)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ca96d3e8ca28494aae34dab7f57eb4f6
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517904B2

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