Aluminium lithium hydride → N-[6-(Aminomethyl)-1,3-benzothiazol-2-yl]-N'-ethylurea

HRID 9174노트

반응식

HRID 9174 반응식
[C:1]([C:3]1[CH:17]=[CH:16][C:6]2[N:7]=[C:8]([NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])[S:9][C:5]=2[CH:4]=1)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>COCCOC>[NH2:2][CH2:1][C:3]1[CH:17]=[CH:16][C:6]2[N:7]=[C:8]([NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])[S:9][C:5]=2[CH:4]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 21985533N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-ethylurea

생성물 1

HCID 21985534N-[6-(Aminomethyl)-1,3-benzothiazol-2-yl]-N'-ethylurea

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

About 0.05 g of N-(6-cyano-1,3-benzothiazol-2-yl)-N′-ethylurea was charged into about 10 mL of ethyleneglycol dimethylether. Introduced about 50 mg lithium aluminum hydride in several portions over about 12–24 hours. The slurry was quenched with about 5–10 mL ethyl acetate then about 1–2 mL of saturated aqueous sodium sulfate. The slurry was then diluted with water and extracted with ethyl acetate. Following drying and removal of solvents under reduced pressure, the product was isolated by preparative HPLC. 1H NMR 1.08 (t, 3H), 1.88 (s, 3H), 3.17 (m, 2H), 3.83 (s, 2H), 7.07 (m, 1H), 7.32 (m, 1H), 7.54 (d, 1H), 7.8 (s, 1H); LC/MS 1.86 min, 251 (M+1), 249 (M−1).

후처리

  1. customThe slurry was quenched with about 5–10 mL ethyl acetate
  2. additionThe slurry was then diluted with water
  3. extractionextracted with ethyl acetate
  4. customFollowing drying
  5. customremoval of solvents under reduced pressure
  6. customthe product was isolated by preparative HPLC
  7. customLC/MS 1.86 min, 251 (M+1), 249 (M−1)

출처 및 근거

ORD 기록
ord-032960dec0b94b21ba18a8f769a61520
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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