N-Acetylsulfanilyl chloride → N-(4-(N-1,3,4-thiadiazol-2-ylsulfamoyl)phenyl)acetamide

HRID 631041노트

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HRID 631041 반응식
[NH2:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1.[C:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1)(=[O:9])[CH3:8]>N1C=CC=CC=1.Cl>[S:3]1[CH:4]=[N:5][N:6]=[C:2]1[NH:1][S:17]([C:14]1[CH:13]=[CH:12][C:11]([NH:10][C:7](=[O:9])[CH3:8])=[CH:16][CH:15]=1)(=[O:19])=[O:18]

참가 물질

5

반응물 2

HCID 8481N-Acetylsulfanilyl chlorideHCID 199091,3,4-Thiadiazol-2-amine

생성물 1

HCID 694845N-(4-(N-1,3,4-thiadiazol-2-ylsulfamoyl)phenyl)acetamide수율 95%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 1049Pyridine용매

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온도
95 °C

실험 절차

2-Amino-1,3,4-thiadiazole (500 mg, 4.95 mmol) was suspended in pyridine (1.26 mL). p-Acetamidobenzenesulfonyl chloride (1.2 g, 5.15 mmol) was added and the mixture was heated to 95° C. for 1 h. The mixture was dissolved in 10% aqueous HCl and extracted with ethyl acetate. The organic extracts were washed with water and dried over anhydrous Na2SO4. Evaporation of the solvent yielded the crude product (1.4 g, 4.7 mmol, 95%). Recrystallization from CH2Cl2/MeOH gave pure product, mp 216-217° C. (lit1 mp 214-215° C.); 1H NMR (250 MHz, CDCl3) δ 2.07 (3, s), 7.73 (4, s), 8.74 (1, s), 10.35 (1, s), 14.35 (1, br s); 13C NMR (62.5 MHz, DMSO) δ 24.2, 118.7, 127.0, 135.6, 143.0, 144.9, 167.2, 169.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic extracts were washed with water
  3. dry with materialdried over anhydrous Na2SO4
  4. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-43cce3cfd56f4e36a9cb2fabbf29ae43
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09320734B2

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