Hydrochloric Acid → HCID 44555483、化合物

HRID 631043ノート

反応式

HRID 631043 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:17](Cl)(=[O:27])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].Cl>N1C=CC=CC=1>[S:13]1[CH:14]=[N:15][N:16]=[C:12]1[NH:11][S:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:17](=[O:27])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:3][CH:4]=1)(=[O:10])=[O:9]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 66982Decanoyl chlorideHCID 2347622-Sulfanilamido-1,3,4-thiadiazole

生成物 1

HCID 44555483HCID 44555483、化合物収率 100%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
95 °C

実験手順

Compound 100 (50 mg, 0.20 mmol) was suspended in pyridine (0.3 mL). Decanoyl chloride (39.1 mg, 0.21 mmol) was added gradually over 15 min. The reaction mixture was heated to 95° C. and stirred at this temperature for 1 h, then poured into 10% aqueous HCl solution and extracted with EtOAc (3×0.5 mL). The combined organic extracts were washed with water (3×5 mL), brine (3×5 mL), and dried over anhydrous Na2SO4. Evaporation of the solvent yielded the product (80 mg, 0.20 mmol, 95%). It was recrystallized from hexanes/ethyl acetate to yield an analytical sample, mp 151-152° C.; 1H NMR (250 MHz, CD3OD) δ 0.88 (3, t, J=7.5 Hz), 1.24-1.45 (12, m), 1.68 (2, t, J=7.5 Hz), 2.37 (2, t, J=7.5 Hz), 7.72 (2, d, J=8.5 Hz), 7.79 (2, d, J=8.5 Hz), 8.49 (1, S); 13C NMR (125 MHz, CD3OD) δ 14.4, 23.7, 26.7, 30.3, 30.4, 30.5, 30.6, 33.0, 38.1, 102.4, 128.3, 137.5, 144.0, 145.0, 170.0, 174.9; MS (ESI+) 411.1 (M+H)+; HRMS (IonSpec. HiRES ESI+) calcd. for C18H27N4O3S2 (M+H)+ 411.1525. obsd. 411.1524.

後処理

  1. extractionextracted with EtOAc (3×0.5 mL)
  2. washThe combined organic extracts were washed with water (3×5 mL), brine (3×5 mL)
  3. dry with materialdried over anhydrous Na2SO4
  4. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-90f74403a21e4d6db4ff547ea6bf5564
出典データセット
uspto-grants-2016_04
特許番号
US09320734B2

反応ノート

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