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

HRID 9174ノート

反応式

HRID 9174 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-032960dec0b94b21ba18a8f769a61520
出典データセット
uspto-grants-2006_08
特許番号
US07091227B2

反応ノート

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